# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Tristram Chivers' 'Jari Konu' _publ_contact_author_name 'Tristram Chivers' _publ_contact_author_email CHIVERS@UCALGARY.CA _publ_section_title ; Formation of a stable dicarbenoid and an unsaturated C2P2S2 ring from two-electron oxidation of the [C(PPh2S)2]2- dianion ; # Attachment 'StructureData.cif' #'Formation of a stable dicarbenoid and an unsaturated C2P2S2 ring #from two-electron oxdation of the [C(PPh2S)2]2- dianion' #===END data_compound_5 _database_code_depnum_ccdc_archive 'CCDC 692935' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C54 H50 I2 Li2 O P4 S4' _chemical_formula_sum 'C54 H50 I2 Li2 O P4 S4' _chemical_formula_weight 1234.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 26.997(5) _cell_length_b 10.517(2) _cell_length_c 20.050(4) _cell_angle_alpha 90.00 _cell_angle_beta 109.28(3) _cell_angle_gamma 90.00 _cell_volume 5373.3(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8595 _cell_measurement_theta_min 2.99 _cell_measurement_theta_max 25.03 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2472 _exptl_absorpt_coefficient_mu 1.483 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7973 _exptl_absorpt_correction_T_max 0.9710 _exptl_absorpt_process_details 'SADABS (SHELXTL-NT v5.1, Bruker)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR590D, fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type 'KappaCCD (Nonius, FR540C)' _diffrn_measurement_method 'phi\omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8595 _diffrn_reflns_av_R_equivalents 0.0284 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4707 _reflns_number_gt 3694 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg & Berndt, 1999)' _computing_publication_material 'WinGX v1.70-01 (L. J. Farrugia)' _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^)+(0.0141P)^2^+9.8864P] 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 4707 _refine_ls_number_parameters 304 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0629 _refine_ls_wR_factor_gt 0.0571 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.123781(9) 0.06653(2) 0.304623(11) 0.03407(8) Uani 1 1 d . . . S1 S 0.08011(3) 0.44834(8) 0.25527(4) 0.0352(2) Uani 1 1 d . . . S2 S 0.00553(3) 0.18080(8) 0.34994(4) 0.02960(19) Uani 1 1 d . . . P1 P 0.13860(3) 0.36911(8) 0.33293(4) 0.02575(19) Uani 1 1 d . . . P2 P 0.08070(3) 0.20768(8) 0.41232(4) 0.02431(19) Uani 1 1 d . . . O1 O 0.0000 -0.1395(4) 0.2500 0.0576(11) Uani 1 2 d S . . Li1 Li 0.0000 0.3302(7) 0.2500 0.0322(18) Uani 1 2 d S . . Li2 Li 0.0000 0.0392(8) 0.2500 0.051(2) Uani 1 2 d S . . C1 C 0.12869(13) 0.2274(3) 0.37245(16) 0.0269(7) Uani 1 1 d . . . C2 C 0.0044(3) -0.2070(5) 0.3131(3) 0.101(2) Uani 1 1 d . . . H2A H 0.0067 -0.2990 0.3042 0.121 Uiso 1 1 calc R . . H2B H 0.0376 -0.1818 0.3499 0.121 Uiso 1 1 calc R . . C3 C -0.0366(3) -0.1876(6) 0.3390(3) 0.109(2) Uani 1 1 d . . . H3A H -0.0303 -0.2363 0.3827 0.164 Uiso 1 1 calc R . . H3B H -0.0695 -0.2157 0.3039 0.164 Uiso 1 1 calc R . . H3C H -0.0390 -0.0969 0.3488 0.164 Uiso 1 1 calc R . . C100 C 0.16487(13) 0.4836(3) 0.40420(16) 0.0285(7) Uani 1 1 d . . . C101 C 0.19880(14) 0.4436(3) 0.47017(17) 0.0341(8) Uani 1 1 d . . . H101 H 0.2082 0.3564 0.4781 0.041 Uiso 1 1 calc R . . C102 C 0.21858(15) 0.5314(4) 0.52372(18) 0.0416(9) Uani 1 1 d . . . H102 H 0.2419 0.5046 0.5682 0.050 Uiso 1 1 calc R . . C103 C 0.20462(16) 0.6574(4) 0.5128(2) 0.0468(10) Uani 1 1 d . . . H103 H 0.2174 0.7168 0.5503 0.056 Uiso 1 1 calc R . . C104 C 0.17223(17) 0.6976(4) 0.4479(2) 0.0512(10) Uani 1 1 d . . . H104 H 0.1635 0.7851 0.4403 0.061 Uiso 1 1 calc R . . C105 C 0.15237(15) 0.6117(3) 0.3936(2) 0.0420(9) Uani 1 1 d . . . H105 H 0.1301 0.6403 0.3488 0.050 Uiso 1 1 calc R . . C106 C 0.19427(13) 0.3370(3) 0.30285(16) 0.0303(8) Uani 1 1 d . . . C107 C 0.19741(18) 0.3904(5) 0.2417(2) 0.0633(13) Uani 1 1 d . . . H107 H 0.1699 0.4434 0.2137 0.076 Uiso 1 1 calc R . . C108 C 0.2409(2) 0.3670(6) 0.2208(3) 0.0855(17) Uani 1 1 d . . . H108 H 0.2430 0.4059 0.1791 0.103 Uiso 1 1 calc R . . C109 C 0.28039(19) 0.2894(5) 0.2592(3) 0.0680(13) Uani 1 1 d . . . H109 H 0.3095 0.2727 0.2439 0.082 Uiso 1 1 calc R . . C110 C 0.27773(16) 0.2358(4) 0.3201(2) 0.0539(11) Uani 1 1 d . . . H110 H 0.3052 0.1819 0.3473 0.065 Uiso 1 1 calc R . . C111 C 0.23521(14) 0.2597(4) 0.34233(18) 0.0401(9) Uani 1 1 d . . . H111 H 0.2340 0.2228 0.3850 0.048 Uiso 1 1 calc R . . C200 C 0.07953(12) 0.3434(3) 0.46824(16) 0.0259(7) Uani 1 1 d . . . C201 C 0.09746(14) 0.3317(3) 0.54151(17) 0.0350(8) Uani 1 1 d . . . H201 H 0.1122 0.2536 0.5628 0.042 Uiso 1 1 calc R . . C202 C 0.09386(15) 0.4339(4) 0.58368(18) 0.0407(9) Uani 1 1 d . . . H202 H 0.1054 0.4246 0.6336 0.049 Uiso 1 1 calc R . . C203 C 0.07390(15) 0.5478(3) 0.5538(2) 0.0417(9) Uani 1 1 d . . . H203 H 0.0722 0.6178 0.5829 0.050 Uiso 1 1 calc R . . C204 C 0.05634(16) 0.5606(4) 0.4817(2) 0.0471(10) Uani 1 1 d . . . H204 H 0.0429 0.6399 0.4609 0.056 Uiso 1 1 calc R . . C205 C 0.05815(15) 0.4585(3) 0.43903(19) 0.0386(9) Uani 1 1 d . . . H205 H 0.0446 0.4675 0.3891 0.046 Uiso 1 1 calc R . . C206 C 0.10249(13) 0.0756(3) 0.47369(16) 0.0266(7) Uani 1 1 d . . . C207 C 0.06661(15) 0.0005(3) 0.49120(18) 0.0366(8) Uani 1 1 d . . . H207 H 0.0302 0.0084 0.4657 0.044 Uiso 1 1 calc R . . C208 C 0.08385(17) -0.0866(3) 0.5462(2) 0.0463(10) Uani 1 1 d . . . H208 H 0.0591 -0.1377 0.5583 0.056 Uiso 1 1 calc R . . C209 C 0.13636(17) -0.0992(3) 0.5831(2) 0.0453(10) Uani 1 1 d . . . H209 H 0.1477 -0.1583 0.6210 0.054 Uiso 1 1 calc R . . C210 C 0.17301(16) -0.0263(3) 0.56547(18) 0.0407(9) Uani 1 1 d . . . H210 H 0.2094 -0.0356 0.5908 0.049 Uiso 1 1 calc R . . C211 C 0.15588(14) 0.0605(3) 0.51039(17) 0.0340(8) Uani 1 1 d . . . H211 H 0.1808 0.1100 0.4976 0.041 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 I1 0.03657(14) 0.03311(12) 0.03591(13) -0.00574(10) 0.01652(10) -0.00206(11) S1 0.0285(5) 0.0408(5) 0.0311(4) 0.0116(4) 0.0027(4) -0.0024(4) S2 0.0253(5) 0.0363(5) 0.0272(4) 0.0021(4) 0.0087(4) -0.0030(4) P1 0.0240(5) 0.0297(4) 0.0230(4) 0.0035(3) 0.0070(4) -0.0031(4) P2 0.0251(5) 0.0264(4) 0.0223(4) 0.0029(3) 0.0090(4) 0.0001(3) O1 0.087(3) 0.045(2) 0.045(2) 0.000 0.027(2) 0.000 Li1 0.027(4) 0.038(4) 0.026(4) 0.000 0.001(3) 0.000 Li2 0.066(7) 0.040(5) 0.045(5) 0.000 0.019(5) 0.000 C1 0.0303(19) 0.0268(17) 0.0256(17) 0.0018(13) 0.0117(14) -0.0014(14) C2 0.153(6) 0.059(3) 0.112(5) 0.029(3) 0.072(5) 0.025(4) C3 0.116(5) 0.114(5) 0.114(5) 0.048(4) 0.061(4) 0.012(4) C100 0.0223(18) 0.0344(18) 0.0302(18) 0.0001(14) 0.0106(15) -0.0072(14) C101 0.036(2) 0.0359(19) 0.0308(18) -0.0014(16) 0.0115(15) -0.0035(16) C102 0.041(2) 0.052(2) 0.0291(19) -0.0060(17) 0.0087(17) -0.0072(18) C103 0.051(3) 0.043(2) 0.048(2) -0.0185(19) 0.020(2) -0.0162(19) C104 0.057(3) 0.032(2) 0.061(3) -0.002(2) 0.014(2) -0.0039(19) C105 0.042(2) 0.0323(19) 0.047(2) 0.0023(17) 0.0074(18) -0.0014(17) C106 0.030(2) 0.0349(18) 0.0278(18) -0.0002(15) 0.0120(15) -0.0055(15) C107 0.060(3) 0.086(3) 0.055(3) 0.034(2) 0.033(2) 0.024(2) C108 0.086(4) 0.123(5) 0.073(3) 0.037(3) 0.061(3) 0.023(4) C109 0.052(3) 0.097(4) 0.071(3) 0.001(3) 0.042(3) 0.002(3) C110 0.036(2) 0.074(3) 0.050(2) -0.009(2) 0.012(2) 0.004(2) C111 0.027(2) 0.060(2) 0.0325(19) -0.0010(18) 0.0090(16) 0.0012(18) C200 0.0237(18) 0.0291(17) 0.0277(17) 0.0006(14) 0.0123(14) -0.0026(13) C201 0.038(2) 0.0352(19) 0.0303(19) -0.0026(15) 0.0096(16) 0.0040(16) C202 0.046(2) 0.046(2) 0.0291(18) -0.0074(18) 0.0104(16) -0.0040(19) C203 0.049(2) 0.035(2) 0.047(2) -0.0101(17) 0.0227(19) -0.0060(17) C204 0.062(3) 0.034(2) 0.048(2) 0.0028(18) 0.023(2) 0.0098(19) C205 0.045(2) 0.038(2) 0.0333(19) 0.0040(16) 0.0142(17) 0.0069(17) C206 0.0299(19) 0.0253(16) 0.0280(16) 0.0018(14) 0.0139(14) 0.0031(14) C207 0.035(2) 0.0344(19) 0.046(2) 0.0096(17) 0.0204(17) 0.0018(16) C208 0.053(3) 0.040(2) 0.058(2) 0.0169(19) 0.035(2) 0.0072(19) C209 0.063(3) 0.038(2) 0.040(2) 0.0135(17) 0.023(2) 0.0131(19) C210 0.042(2) 0.0348(19) 0.039(2) 0.0075(16) 0.0048(17) 0.0076(17) C211 0.035(2) 0.0324(17) 0.0352(18) 0.0042(16) 0.0121(16) -0.0026(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 I1 C1 2.147(3) . ? I1 Li2 3.1672(12) . ? S1 P1 1.9971(13) . ? S1 Li1 2.466(4) . ? S2 P2 2.0216(14) . ? S2 Li2 2.461(5) . ? S2 Li1 2.512(5) . ? P1 C1 1.750(3) . ? P1 C100 1.823(3) . ? P1 C106 1.826(3) . ? P2 C1 1.745(3) . ? P2 C206 1.820(3) . ? P2 C200 1.822(3) . ? O1 C2 1.422(6) . ? O1 C2 1.422(6) 2 ? O1 Li2 1.880(10) . ? Li1 S1 2.466(4) 2 ? Li1 S2 2.512(5) 2 ? Li2 S2 2.461(5) 2 ? Li2 I1 3.1672(12) 2 ? C2 C3 1.383(8) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C100 C105 1.388(5) . ? C100 C101 1.402(5) . ? C101 C102 1.383(5) . ? C101 H101 0.9500 . ? C102 C103 1.375(5) . ? C102 H102 0.9500 . ? C103 C104 1.374(5) . ? C103 H103 0.9500 . ? C104 C105 1.380(5) . ? C104 H104 0.9500 . ? C105 H105 0.9500 . ? C106 C107 1.376(5) . ? C106 C111 1.390(5) . ? C107 C108 1.392(6) . ? C107 H107 0.9500 . ? C108 C109 1.362(7) . ? C108 H108 0.9500 . ? C109 C110 1.367(6) . ? C109 H109 0.9500 . ? C110 C111 1.385(5) . ? C110 H110 0.9500 . ? C111 H111 0.9500 . ? C200 C205 1.385(4) . ? C200 C201 1.392(4) . ? C201 C202 1.391(5) . ? C201 H201 0.9500 . ? C202 C203 1.367(5) . ? C202 H202 0.9500 . ? C203 C204 1.372(5) . ? C203 H203 0.9500 . ? C204 C205 1.383(5) . ? C204 H204 0.9500 . ? C205 H205 0.9500 . ? C206 C207 1.382(4) . ? C206 C211 1.394(5) . ? C207 C208 1.390(5) . ? C207 H207 0.9500 . ? C208 C209 1.372(6) . ? C208 H208 0.9500 . ? C209 C210 1.387(5) . ? C209 H209 0.9500 . ? C210 C211 1.389(5) . ? C210 H210 0.9500 . ? C211 H211 0.9500 . ? 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 C1 I1 Li2 97.35(15) . . ? P1 S1 Li1 106.24(12) . . ? P2 S2 Li2 111.53(5) . . ? P2 S2 Li1 100.90(7) . . ? Li2 S2 Li1 76.0(2) . . ? C1 P1 C100 106.59(15) . . ? C1 P1 C106 104.93(15) . . ? C100 P1 C106 103.37(15) . . ? C1 P1 S1 120.59(12) . . ? C100 P1 S1 109.78(12) . . ? C106 P1 S1 110.17(11) . . ? C1 P2 C206 106.10(15) . . ? C1 P2 C200 110.81(14) . . ? C206 P2 C200 104.45(14) . . ? C1 P2 S2 118.60(11) . . ? C206 P2 S2 110.24(11) . . ? C200 P2 S2 105.81(11) . . ? C2 O1 C2 120.0(6) . 2 ? C2 O1 Li2 120.0(3) . . ? C2 O1 Li2 120.0(3) 2 . ? S1 Li1 S1 119.5(3) 2 . ? S1 Li1 S2 117.44(5) 2 2 ? S1 Li1 S2 99.76(5) . 2 ? S1 Li1 S2 99.76(5) 2 . ? S1 Li1 S2 117.44(5) . . ? S2 Li1 S2 102.5(3) 2 . ? S1 Li1 Li2 120.25(16) 2 . ? S1 Li1 Li2 120.25(16) . . ? S2 Li1 Li2 51.27(14) 2 . ? S2 Li1 Li2 51.27(14) . . ? O1 Li2 S2 127.23(16) . . ? O1 Li2 S2 127.23(16) . 2 ? S2 Li2 S2 105.5(3) . 2 ? O1 Li2 Li1 180.000(1) . . ? S2 Li2 Li1 52.77(16) . . ? S2 Li2 Li1 52.77(16) 2 . ? O1 Li2 I1 95.20(16) . 2 ? S2 Li2 I1 90.00(12) . 2 ? S2 Li2 I1 83.70(10) 2 2 ? Li1 Li2 I1 84.80(16) . 2 ? O1 Li2 I1 95.20(16) . . ? S2 Li2 I1 83.70(10) . . ? S2 Li2 I1 90.00(12) 2 . ? Li1 Li2 I1 84.80(16) . . ? I1 Li2 I1 169.6(3) 2 . ? P2 C1 P1 123.80(19) . . ? P2 C1 I1 107.26(15) . . ? P1 C1 I1 111.78(15) . . ? C3 C2 O1 114.7(5) . . ? C3 C2 H2A 108.6 . . ? O1 C2 H2A 108.6 . . ? C3 C2 H2B 108.6 . . ? O1 C2 H2B 108.6 . . ? H2A C2 H2B 107.6 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C105 C100 C101 119.1(3) . . ? C105 C100 P1 120.6(3) . . ? C101 C100 P1 120.3(2) . . ? C102 C101 C100 119.8(3) . . ? C102 C101 H101 120.1 . . ? C100 C101 H101 120.1 . . ? C103 C102 C101 120.3(4) . . ? C103 C102 H102 119.8 . . ? C101 C102 H102 119.8 . . ? C104 C103 C102 120.2(3) . . ? C104 C103 H103 119.9 . . ? C102 C103 H103 119.9 . . ? C103 C104 C105 120.4(4) . . ? C103 C104 H104 119.8 . . ? C105 C104 H104 119.8 . . ? C104 C105 C100 120.2(3) . . ? C104 C105 H105 119.9 . . ? C100 C105 H105 119.9 . . ? C107 C106 C111 118.4(3) . . ? C107 C106 P1 121.2(3) . . ? C111 C106 P1 120.4(2) . . ? C106 C107 C108 120.1(4) . . ? C106 C107 H107 119.9 . . ? C108 C107 H107 119.9 . . ? C109 C108 C107 121.1(4) . . ? C109 C108 H108 119.5 . . ? C107 C108 H108 119.5 . . ? C108 C109 C110 119.3(4) . . ? C108 C109 H109 120.3 . . ? C110 C109 H109 120.3 . . ? C109 C110 C111 120.4(4) . . ? C109 C110 H110 119.8 . . ? C111 C110 H110 119.8 . . ? C110 C111 C106 120.7(3) . . ? C110 C111 H111 119.7 . . ? C106 C111 H111 119.7 . . ? C205 C200 C201 118.4(3) . . ? C205 C200 P2 120.9(2) . . ? C201 C200 P2 120.6(2) . . ? C202 C201 C200 120.2(3) . . ? C202 C201 H201 119.9 . . ? C200 C201 H201 119.9 . . ? C203 C202 C201 120.5(3) . . ? C203 C202 H202 119.8 . . ? C201 C202 H202 119.8 . . ? C202 C203 C204 119.8(3) . . ? C202 C203 H203 120.1 . . ? C204 C203 H203 120.1 . . ? C203 C204 C205 120.4(3) . . ? C203 C204 H204 119.8 . . ? C205 C204 H204 119.8 . . ? C204 C205 C200 120.8(3) . . ? C204 C205 H205 119.6 . . ? C200 C205 H205 119.6 . . ? C207 C206 C211 119.3(3) . . ? C207 C206 P2 120.7(3) . . ? C211 C206 P2 119.4(2) . . ? C206 C207 C208 119.9(3) . . ? C206 C207 H207 120.0 . . ? C208 C207 H207 120.0 . . ? C209 C208 C207 120.5(4) . . ? C209 C208 H208 119.8 . . ? C207 C208 H208 119.8 . . ? C208 C209 C210 120.4(3) . . ? C208 C209 H209 119.8 . . ? C210 C209 H209 119.8 . . ? C209 C210 C211 119.2(3) . . ? C209 C210 H210 120.4 . . ? C211 C210 H210 120.4 . . ? C210 C211 C206 120.6(3) . . ? C210 C211 H211 119.7 . . ? C206 C211 H211 119.7 . . ? 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 Li1 S1 P1 C1 9.52(18) . . . . ? Li1 S1 P1 C100 -114.89(17) . . . . ? Li1 S1 P1 C106 131.92(17) . . . . ? Li2 S2 P2 C1 40.4(2) . . . . ? Li1 S2 P2 C1 -38.71(18) . . . . ? Li2 S2 P2 C206 -82.2(2) . . . . ? Li1 S2 P2 C206 -161.23(17) . . . . ? Li2 S2 P2 C200 165.5(2) . . . . ? Li1 S2 P2 C200 86.39(17) . . . . ? P1 S1 Li1 S1 132.30(6) . . . 2 ? P1 S1 Li1 S2 -98.31(12) . . . 2 ? P1 S1 Li1 S2 11.4(3) . . . . ? P1 S1 Li1 Li2 -47.70(6) . . . . ? P2 S2 Li1 S1 -129.16(13) . . . 2 ? Li2 S2 Li1 S1 121.15(15) . . . 2 ? P2 S2 Li1 S1 1.6(3) . . . . ? Li2 S2 Li1 S1 -108.1(2) . . . . ? P2 S2 Li1 S2 109.69(5) . . . 2 ? Li2 S2 Li1 S2 0.0 . . . 2 ? P2 S2 Li1 Li2 109.69(5) . . . . ? C2 O1 Li2 S2 -1.1(4) . . . . ? C2 O1 Li2 S2 178.9(4) 2 . . . ? C2 O1 Li2 S2 178.9(4) . . . 2 ? C2 O1 Li2 S2 -1.1(4) 2 . . 2 ? C2 O1 Li2 I1 -95.1(4) . . . 2 ? C2 O1 Li2 I1 84.9(4) 2 . . 2 ? C2 O1 Li2 I1 84.9(4) . . . . ? C2 O1 Li2 I1 -95.1(4) 2 . . . ? P2 S2 Li2 O1 83.63(8) . . . . ? Li1 S2 Li2 O1 180.0 . . . . ? P2 S2 Li2 S2 -96.37(8) . . . 2 ? Li1 S2 Li2 S2 0.0 . . . 2 ? P2 S2 Li2 Li1 -96.37(8) . . . . ? P2 S2 Li2 I1 -179.83(7) . . . 2 ? Li1 S2 Li2 I1 -83.46(13) . . . 2 ? P2 S2 Li2 I1 -8.13(18) . . . . ? Li1 S2 Li2 I1 88.24(11) . . . . ? C1 I1 Li2 O1 -141.81(8) . . . . ? C1 I1 Li2 S2 -14.86(18) . . . . ? C1 I1 Li2 S2 90.78(17) . . . 2 ? C1 I1 Li2 Li1 38.19(8) . . . . ? C1 I1 Li2 I1 38.19(8) . . . 2 ? C206 P2 C1 P1 -157.7(2) . . . . ? C200 P2 C1 P1 -44.9(3) . . . . ? S2 P2 C1 P1 77.7(2) . . . . ? C206 P2 C1 I1 69.80(17) . . . . ? C200 P2 C1 I1 -177.41(14) . . . . ? S2 P2 C1 I1 -54.78(16) . . . . ? C100 P1 C1 P2 69.1(2) . . . . ? C106 P1 C1 P2 178.3(2) . . . . ? S1 P1 C1 P2 -56.8(2) . . . . ? C100 P1 C1 I1 -160.19(15) . . . . ? C106 P1 C1 I1 -50.97(19) . . . . ? S1 P1 C1 I1 73.92(18) . . . . ? Li2 I1 C1 P2 37.78(17) . . . . ? Li2 I1 C1 P1 -100.94(18) . . . . ? C2 O1 C2 C3 -117.0(7) 2 . . . ? Li2 O1 C2 C3 63.0(7) . . . . ? C1 P1 C100 C105 -146.1(3) . . . . ? C106 P1 C100 C105 103.5(3) . . . . ? S1 P1 C100 C105 -14.0(3) . . . . ? C1 P1 C100 C101 35.0(3) . . . . ? C106 P1 C100 C101 -75.3(3) . . . . ? S1 P1 C100 C101 167.2(2) . . . . ? C105 C100 C101 C102 1.0(5) . . . . ? P1 C100 C101 C102 179.8(3) . . . . ? C100 C101 C102 C103 0.8(5) . . . . ? C101 C102 C103 C104 -2.1(6) . . . . ? C102 C103 C104 C105 1.6(6) . . . . ? C103 C104 C105 C100 0.2(6) . . . . ? C101 C100 C105 C104 -1.4(5) . . . . ? P1 C100 C105 C104 179.7(3) . . . . ? C1 P1 C106 C107 145.5(3) . . . . ? C100 P1 C106 C107 -102.9(3) . . . . ? S1 P1 C106 C107 14.3(4) . . . . ? C1 P1 C106 C111 -35.9(3) . . . . ? C100 P1 C106 C111 75.7(3) . . . . ? S1 P1 C106 C111 -167.1(3) . . . . ? C111 C106 C107 C108 -0.2(7) . . . . ? P1 C106 C107 C108 178.4(4) . . . . ? C106 C107 C108 C109 1.4(8) . . . . ? C107 C108 C109 C110 -1.4(9) . . . . ? C108 C109 C110 C111 0.3(7) . . . . ? C109 C110 C111 C106 0.8(6) . . . . ? C107 C106 C111 C110 -0.8(6) . . . . ? P1 C106 C111 C110 -179.5(3) . . . . ? C1 P2 C200 C205 74.7(3) . . . . ? C206 P2 C200 C205 -171.4(3) . . . . ? S2 P2 C200 C205 -55.1(3) . . . . ? C1 P2 C200 C201 -108.9(3) . . . . ? C206 P2 C200 C201 4.9(3) . . . . ? S2 P2 C200 C201 121.3(3) . . . . ? C205 C200 C201 C202 -0.2(5) . . . . ? P2 C200 C201 C202 -176.6(3) . . . . ? C200 C201 C202 C203 -1.6(6) . . . . ? C201 C202 C203 C204 1.3(6) . . . . ? C202 C203 C204 C205 0.8(6) . . . . ? C203 C204 C205 C200 -2.6(6) . . . . ? C201 C200 C205 C204 2.2(5) . . . . ? P2 C200 C205 C204 178.6(3) . . . . ? C1 P2 C206 C207 -152.3(3) . . . . ? C200 P2 C206 C207 90.6(3) . . . . ? S2 P2 C206 C207 -22.7(3) . . . . ? C1 P2 C206 C211 36.2(3) . . . . ? C200 P2 C206 C211 -80.9(3) . . . . ? S2 P2 C206 C211 165.8(2) . . . . ? C211 C206 C207 C208 1.7(5) . . . . ? P2 C206 C207 C208 -169.8(3) . . . . ? C206 C207 C208 C209 -0.4(5) . . . . ? C207 C208 C209 C210 -0.7(6) . . . . ? C208 C209 C210 C211 0.6(5) . . . . ? C209 C210 C211 C206 0.8(5) . . . . ? C207 C206 C211 C210 -1.9(5) . . . . ? P2 C206 C211 C210 169.7(3) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.532 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.072 #===END data_compound_6 _database_code_depnum_ccdc_archive 'CCDC 692936' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H40 P4 S4, C4 H10 O' _chemical_formula_sum 'C54 H50 O P4 S4' _chemical_formula_weight 967.06 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 18.496(4) _cell_length_b 11.907(2) _cell_length_c 23.533(5) _cell_angle_alpha 90.00 _cell_angle_beta 108.68(3) _cell_angle_gamma 90.00 _cell_volume 4909.6(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 16547 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.308 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2024 _exptl_absorpt_coefficient_mu 0.363 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.9110 _exptl_absorpt_correction_T_max 0.9786 _exptl_absorpt_process_details 'SADABS (SHELXTL-NT v5.1, Bruker)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR590D, fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type 'KappaCCD (Nonius, FR540C)' _diffrn_measurement_method 'phi\omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16547 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.03 _reflns_number_total 8634 _reflns_number_gt 6137 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg & Berndt, 1999)' _computing_publication_material 'WinGX v1.70-01 (L. J. Farrugia)' _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^)+(0.0396P)^2^+5.2613P] 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 8634 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0833 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.1149 _refine_ls_wR_factor_gt 0.0994 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 S1 S 0.18177(5) 0.35808(8) 0.29428(4) 0.0466(2) Uani 1 1 d . . . S2 S 0.15288(4) 0.57690(7) 0.43730(3) 0.03123(19) Uani 1 1 d . . . S3 S 0.32226(5) 0.83648(8) 0.47142(4) 0.0466(2) Uani 1 1 d . . . S4 S 0.31095(4) 0.44853(7) 0.55128(4) 0.0361(2) Uani 1 1 d . . . P1 P 0.22278(5) 0.49530(7) 0.34057(4) 0.0343(2) Uani 1 1 d . . . P2 P 0.25063(4) 0.38850(7) 0.46347(4) 0.0321(2) Uani 1 1 d . . . P3 P 0.22690(5) 0.80396(7) 0.48852(4) 0.0332(2) Uani 1 1 d . . . P4 P 0.24229(4) 0.58667(7) 0.56138(3) 0.03032(19) Uani 1 1 d . . . C1 C 0.21911(17) 0.4956(3) 0.41445(13) 0.0318(7) Uani 1 1 d . . . C2 C 0.20339(16) 0.6631(3) 0.49834(13) 0.0295(7) Uani 1 1 d . . . C100 C 0.16856(19) 0.6184(3) 0.30426(14) 0.0387(8) Uani 1 1 d . . . C101 C 0.0900(2) 0.6128(3) 0.28463(14) 0.0464(9) Uani 1 1 d . . . H101 H 0.0656 0.5466 0.2918 0.056 Uiso 1 1 calc R . . C102 C 0.0459(2) 0.7021(4) 0.25456(16) 0.0612(11) Uani 1 1 d . . . H102 H -0.0083 0.6977 0.2420 0.073 Uiso 1 1 calc R . . C103 C 0.0816(3) 0.7972(4) 0.24317(17) 0.0643(12) Uani 1 1 d . . . H103 H 0.0520 0.8578 0.2214 0.077 Uiso 1 1 calc R . . C104 C 0.1592(3) 0.8045(3) 0.2631(2) 0.0661(12) Uani 1 1 d . . . H104 H 0.1833 0.8706 0.2555 0.079 Uiso 1 1 calc R . . C105 C 0.2033(2) 0.7166(3) 0.29440(17) 0.0537(10) Uani 1 1 d . . . H105 H 0.2573 0.7234 0.3091 0.064 Uiso 1 1 calc R . . C106 C 0.32064(18) 0.5205(3) 0.34294(14) 0.0378(8) Uani 1 1 d . . . C107 C 0.3647(2) 0.6002(3) 0.38254(16) 0.0509(9) Uani 1 1 d . . . H107 H 0.3429 0.6428 0.4071 0.061 Uiso 1 1 calc R . . C108 C 0.4403(2) 0.6175(4) 0.38630(18) 0.0642(12) Uani 1 1 d . . . H108 H 0.4701 0.6718 0.4133 0.077 Uiso 1 1 calc R . . C109 C 0.4719(2) 0.5555(4) 0.35061(19) 0.0650(12) Uani 1 1 d . . . H109 H 0.5236 0.5674 0.3531 0.078 Uiso 1 1 calc R . . C110 C 0.4293(2) 0.4774(4) 0.31177(18) 0.0582(11) Uani 1 1 d . . . H110 H 0.4517 0.4352 0.2875 0.070 Uiso 1 1 calc R . . C111 C 0.35375(19) 0.4590(3) 0.30728(15) 0.0430(8) Uani 1 1 d . . . H111 H 0.3245 0.4045 0.2800 0.052 Uiso 1 1 calc R . . C200 C 0.17543(17) 0.2985(3) 0.47082(14) 0.0333(7) Uani 1 1 d . . . C201 C 0.10834(18) 0.2913(3) 0.42246(15) 0.0405(8) Uani 1 1 d . . . H201 H 0.1026 0.3348 0.3875 0.049 Uiso 1 1 calc R . . C202 C 0.05018(19) 0.2213(3) 0.42516(16) 0.0451(9) Uani 1 1 d . . . H202 H 0.0043 0.2175 0.3922 0.054 Uiso 1 1 calc R . . C203 C 0.05840(19) 0.1570(3) 0.47529(16) 0.0447(9) Uani 1 1 d . . . H203 H 0.0182 0.1087 0.4770 0.054 Uiso 1 1 calc R . . C204 C 0.1245(2) 0.1625(3) 0.52283(17) 0.0483(9) Uani 1 1 d . . . H204 H 0.1301 0.1174 0.5573 0.058 Uiso 1 1 calc R . . C205 C 0.18335(19) 0.2332(3) 0.52124(15) 0.0420(8) Uani 1 1 d . . . H205 H 0.2289 0.2369 0.5545 0.050 Uiso 1 1 calc R . . C206 C 0.32683(17) 0.3024(3) 0.45541(14) 0.0346(7) Uani 1 1 d . . . C207 C 0.39722(18) 0.3521(3) 0.46146(15) 0.0436(8) Uani 1 1 d . . . H207 H 0.4028 0.4312 0.4663 0.052 Uiso 1 1 calc R . . C208 C 0.4589(2) 0.2875(3) 0.46041(16) 0.0492(9) Uani 1 1 d . . . H208 H 0.5064 0.3222 0.4641 0.059 Uiso 1 1 calc R . . C209 C 0.4513(2) 0.1734(4) 0.45409(19) 0.0625(11) Uani 1 1 d . . . H209 H 0.4936 0.1288 0.4535 0.075 Uiso 1 1 calc R . . C210 C 0.3825(2) 0.1234(4) 0.4486(2) 0.0698(13) Uani 1 1 d . . . H210 H 0.3777 0.0441 0.4446 0.084 Uiso 1 1 calc R . . C211 C 0.3200(2) 0.1875(3) 0.44898(18) 0.0530(10) Uani 1 1 d . . . H211 H 0.2725 0.1522 0.4448 0.064 Uiso 1 1 calc R . . C300 C 0.22246(17) 0.8782(3) 0.55551(13) 0.0334(7) Uani 1 1 d . . . C301 C 0.16179(18) 0.8585(3) 0.57783(14) 0.0377(8) Uani 1 1 d . . . H301 H 0.1233 0.8058 0.5583 0.045 Uiso 1 1 calc R . . C302 C 0.15750(19) 0.9151(3) 0.62796(14) 0.0419(8) Uani 1 1 d . . . H302 H 0.1165 0.9005 0.6430 0.050 Uiso 1 1 calc R . . C303 C 0.2125(2) 0.9928(3) 0.65620(15) 0.0460(9) Uani 1 1 d . . . H303 H 0.2094 1.0318 0.6905 0.055 Uiso 1 1 calc R . . C304 C 0.2721(2) 1.0136(3) 0.63447(16) 0.0486(9) Uani 1 1 d . . . H304 H 0.3101 1.0670 0.6540 0.058 Uiso 1 1 calc R . . C305 C 0.27718(19) 0.9566(3) 0.58392(15) 0.0424(8) Uani 1 1 d . . . H305 H 0.3183 0.9718 0.5691 0.051 Uiso 1 1 calc R . . C306 C 0.14384(18) 0.8587(3) 0.43034(14) 0.0364(8) Uani 1 1 d . . . C307 C 0.1539(2) 0.9427(3) 0.39260(16) 0.0490(9) Uani 1 1 d . . . H307 H 0.2039 0.9667 0.3955 0.059 Uiso 1 1 calc R . . C308 C 0.0909(3) 0.9919(3) 0.35055(17) 0.0613(11) Uani 1 1 d . . . H308 H 0.0981 1.0504 0.3254 0.074 Uiso 1 1 calc R . . C309 C 0.0184(3) 0.9562(4) 0.34528(16) 0.0606(12) Uani 1 1 d . . . H309 H -0.0243 0.9894 0.3163 0.073 Uiso 1 1 calc R . . C310 C 0.0077(2) 0.8721(3) 0.38210(16) 0.0514(10) Uani 1 1 d . . . H310 H -0.0424 0.8468 0.3782 0.062 Uiso 1 1 calc R . . C311 C 0.07004(19) 0.8246(3) 0.42467(15) 0.0433(8) Uani 1 1 d . . . H311 H 0.0623 0.7677 0.4504 0.052 Uiso 1 1 calc R . . C400 C 0.31214(17) 0.6611(3) 0.62030(13) 0.0327(7) Uani 1 1 d . . . C401 C 0.29638(18) 0.7007(3) 0.67083(14) 0.0380(8) Uani 1 1 d . . . H401 H 0.2497 0.6819 0.6773 0.046 Uiso 1 1 calc R . . C402 C 0.3495(2) 0.7678(3) 0.71150(15) 0.0453(9) Uani 1 1 d . . . H402 H 0.3388 0.7956 0.7458 0.054 Uiso 1 1 calc R . . C403 C 0.41779(19) 0.7947(3) 0.70287(15) 0.0457(9) Uani 1 1 d . . . H403 H 0.4538 0.8407 0.7312 0.055 Uiso 1 1 calc R . . C404 C 0.43393(19) 0.7550(3) 0.65325(15) 0.0433(8) Uani 1 1 d . . . H404 H 0.4811 0.7734 0.6474 0.052 Uiso 1 1 calc R . . C405 C 0.38121(17) 0.6882(3) 0.61175(14) 0.0373(8) Uani 1 1 d . . . H405 H 0.3922 0.6609 0.5775 0.045 Uiso 1 1 calc R . . C406 C 0.17289(17) 0.5219(3) 0.59037(14) 0.0339(7) Uani 1 1 d . . . C407 C 0.19589(19) 0.4437(3) 0.63672(15) 0.0449(9) Uani 1 1 d . . . H407 H 0.2482 0.4237 0.6531 0.054 Uiso 1 1 calc R . . C408 C 0.1424(2) 0.3951(3) 0.65892(16) 0.0525(10) Uani 1 1 d . . . H408 H 0.1582 0.3426 0.6909 0.063 Uiso 1 1 calc R . . C409 C 0.0666(2) 0.4228(3) 0.63477(17) 0.0505(9) Uani 1 1 d . . . H409 H 0.0301 0.3880 0.6496 0.061 Uiso 1 1 calc R . . C410 C 0.04321(19) 0.5003(3) 0.58930(16) 0.0462(9) Uani 1 1 d . . . H410 H -0.0093 0.5196 0.5731 0.055 Uiso 1 1 calc R . . C411 C 0.09660(17) 0.5506(3) 0.56699(14) 0.0371(8) Uani 1 1 d . . . H411 H 0.0806 0.6046 0.5357 0.045 Uiso 1 1 calc R . . O1 O 0.5640(2) 0.9773(4) 0.6850(3) 0.1382(19) Uani 1 1 d . . . C3 C 0.5468(4) 1.0830(7) 0.6572(4) 0.134(3) Uani 1 1 d . . . H3A H 0.5697 1.1422 0.6871 0.161 Uiso 1 1 calc R . . H3B H 0.5704 1.0885 0.6250 0.161 Uiso 1 1 calc R . . C4 C 0.4682(3) 1.1027(6) 0.6326(4) 0.143(3) Uani 1 1 d . . . H4A H 0.4597 1.1760 0.6127 0.214 Uiso 1 1 calc R . . H4B H 0.4449 1.1018 0.6646 0.214 Uiso 1 1 calc R . . H4C H 0.4450 1.0439 0.6033 0.214 Uiso 1 1 calc R . . C5 C 0.6395(4) 0.9494(9) 0.7113(4) 0.202(5) Uani 1 1 d . . . H5A H 0.6642 1.0046 0.7430 0.242 Uiso 1 1 calc R . . H5B H 0.6661 0.9515 0.6809 0.242 Uiso 1 1 calc R . . C6 C 0.6458(4) 0.8347(7) 0.7380(6) 0.256(8) Uani 1 1 d . . . H6A H 0.6997 0.8134 0.7542 0.385 Uiso 1 1 calc R . . H6B H 0.6188 0.7808 0.7069 0.385 Uiso 1 1 calc R . . H6C H 0.6230 0.8344 0.7703 0.385 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 S1 0.0651(6) 0.0371(5) 0.0409(5) -0.0106(4) 0.0214(4) -0.0123(4) S2 0.0312(4) 0.0320(5) 0.0305(4) -0.0017(3) 0.0099(3) -0.0019(3) S3 0.0485(5) 0.0443(6) 0.0551(6) -0.0026(4) 0.0279(4) -0.0105(4) S4 0.0353(4) 0.0362(5) 0.0356(4) -0.0011(4) 0.0098(3) 0.0026(4) P1 0.0421(5) 0.0319(5) 0.0317(5) -0.0021(4) 0.0156(4) -0.0049(4) P2 0.0344(4) 0.0290(5) 0.0348(4) -0.0004(4) 0.0138(3) -0.0026(4) P3 0.0382(5) 0.0297(5) 0.0339(5) -0.0005(4) 0.0146(4) -0.0025(4) P4 0.0296(4) 0.0318(5) 0.0300(4) 0.0002(4) 0.0101(3) -0.0011(3) C1 0.0392(17) 0.0285(18) 0.0294(17) -0.0010(14) 0.0133(14) 0.0000(14) C2 0.0308(16) 0.0282(18) 0.0289(16) -0.0015(14) 0.0088(13) -0.0019(13) C100 0.053(2) 0.036(2) 0.0286(17) -0.0026(15) 0.0157(15) 0.0014(16) C101 0.052(2) 0.047(2) 0.0351(19) -0.0012(17) 0.0056(16) 0.0008(18) C102 0.066(3) 0.064(3) 0.041(2) -0.010(2) 0.0000(19) 0.014(2) C103 0.105(4) 0.045(3) 0.042(2) 0.0044(19) 0.023(2) 0.025(3) C104 0.099(4) 0.039(2) 0.080(3) 0.012(2) 0.056(3) 0.012(2) C105 0.070(3) 0.038(2) 0.067(3) 0.003(2) 0.042(2) 0.0040(19) C106 0.0433(19) 0.038(2) 0.0349(18) 0.0055(16) 0.0159(15) -0.0019(15) C107 0.054(2) 0.054(2) 0.049(2) -0.0032(19) 0.0230(18) -0.0154(19) C108 0.057(2) 0.081(3) 0.051(2) 0.006(2) 0.014(2) -0.025(2) C109 0.040(2) 0.096(4) 0.058(3) 0.031(3) 0.014(2) 0.002(2) C110 0.053(2) 0.070(3) 0.056(3) 0.016(2) 0.023(2) 0.019(2) C111 0.046(2) 0.046(2) 0.0396(19) 0.0073(17) 0.0170(16) 0.0088(17) C200 0.0361(18) 0.0281(18) 0.0386(18) 0.0000(15) 0.0161(14) -0.0023(14) C201 0.0422(19) 0.037(2) 0.043(2) 0.0009(16) 0.0144(16) -0.0047(16) C202 0.0391(19) 0.044(2) 0.052(2) -0.0002(18) 0.0137(16) -0.0072(16) C203 0.043(2) 0.034(2) 0.062(2) 0.0023(18) 0.0235(18) -0.0060(16) C204 0.055(2) 0.040(2) 0.054(2) 0.0140(18) 0.0242(19) -0.0026(18) C205 0.0417(19) 0.041(2) 0.042(2) 0.0085(17) 0.0127(15) 0.0000(16) C206 0.0373(18) 0.033(2) 0.0369(18) -0.0002(15) 0.0167(14) 0.0025(14) C207 0.043(2) 0.041(2) 0.051(2) -0.0017(17) 0.0210(17) -0.0018(16) C208 0.040(2) 0.058(3) 0.055(2) 0.0029(19) 0.0233(17) 0.0037(18) C209 0.060(3) 0.057(3) 0.083(3) 0.006(2) 0.040(2) 0.018(2) C210 0.075(3) 0.039(2) 0.112(4) 0.001(2) 0.053(3) 0.008(2) C211 0.053(2) 0.034(2) 0.081(3) -0.004(2) 0.034(2) -0.0018(17) C300 0.0374(17) 0.0288(18) 0.0316(17) 0.0016(14) 0.0077(14) 0.0018(14) C301 0.0405(18) 0.0308(19) 0.0417(19) 0.0001(16) 0.0130(15) 0.0020(15) C302 0.0432(19) 0.044(2) 0.0401(19) 0.0010(17) 0.0159(15) 0.0082(17) C303 0.055(2) 0.045(2) 0.0361(19) -0.0056(17) 0.0114(17) 0.0088(18) C304 0.050(2) 0.047(2) 0.044(2) -0.0108(18) 0.0075(17) -0.0050(18) C305 0.045(2) 0.040(2) 0.041(2) -0.0028(17) 0.0138(16) -0.0027(16) C306 0.049(2) 0.0303(19) 0.0325(18) -0.0026(15) 0.0173(15) 0.0046(15) C307 0.068(2) 0.040(2) 0.044(2) -0.0013(18) 0.0249(18) 0.0079(18) C308 0.094(3) 0.048(3) 0.051(2) 0.015(2) 0.035(2) 0.026(2) C309 0.079(3) 0.063(3) 0.039(2) 0.006(2) 0.018(2) 0.037(2) C310 0.052(2) 0.052(3) 0.045(2) -0.0015(19) 0.0095(17) 0.0169(19) C311 0.049(2) 0.039(2) 0.0383(19) 0.0039(16) 0.0098(16) 0.0059(17) C400 0.0336(17) 0.0323(18) 0.0312(17) 0.0018(14) 0.0092(13) 0.0024(14) C401 0.0367(18) 0.042(2) 0.0343(18) 0.0040(16) 0.0096(14) -0.0013(15) C402 0.054(2) 0.049(2) 0.0326(18) -0.0030(17) 0.0132(16) 0.0047(18) C403 0.040(2) 0.048(2) 0.041(2) -0.0085(17) 0.0016(16) -0.0020(17) C404 0.0382(19) 0.044(2) 0.046(2) -0.0049(17) 0.0102(16) -0.0042(16) C405 0.0355(18) 0.041(2) 0.0381(18) -0.0038(16) 0.0148(14) 0.0000(15) C406 0.0352(18) 0.036(2) 0.0330(17) -0.0021(15) 0.0143(14) -0.0047(14) C407 0.0412(19) 0.050(2) 0.044(2) 0.0103(18) 0.0133(16) 0.0023(17) C408 0.057(2) 0.056(3) 0.049(2) 0.0177(19) 0.0236(18) -0.0037(19) C409 0.051(2) 0.053(3) 0.055(2) -0.001(2) 0.0284(18) -0.0109(19) C410 0.0347(18) 0.052(2) 0.055(2) -0.0024(19) 0.0185(16) -0.0043(17) C411 0.0376(18) 0.038(2) 0.0378(18) 0.0005(16) 0.0155(15) -0.0009(15) O1 0.069(3) 0.095(3) 0.236(6) -0.074(4) 0.027(3) -0.014(2) C3 0.117(6) 0.110(6) 0.179(7) -0.078(6) 0.052(5) -0.040(5) C4 0.084(4) 0.104(5) 0.254(9) -0.007(5) 0.074(5) -0.023(4) C5 0.090(5) 0.245(12) 0.213(9) -0.150(9) -0.033(5) 0.023(6) C6 0.102(5) 0.115(7) 0.429(17) -0.155(9) -0.087(7) 0.037(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 S1 P1 1.9754(13) . ? S2 C2 1.769(3) . ? S2 C1 1.775(3) . ? S3 P3 1.9692(12) . ? S4 P2 2.1327(13) . ? S4 P4 2.1372(12) . ? P1 C1 1.762(3) . ? P1 C106 1.818(3) . ? P1 C100 1.826(3) . ? P2 C1 1.692(3) . ? P2 C206 1.801(3) . ? P2 C200 1.807(3) . ? P3 C2 1.766(3) . ? P3 C306 1.820(3) . ? P3 C300 1.832(3) . ? P4 C2 1.692(3) . ? P4 C400 1.797(3) . ? P4 C406 1.808(3) . ? C100 C101 1.378(5) . ? C100 C105 1.389(5) . ? C101 C102 1.388(5) . ? C101 H101 0.9500 . ? C102 C103 1.381(6) . ? C102 H102 0.9500 . ? C103 C104 1.362(6) . ? C103 H103 0.9500 . ? C104 C105 1.385(5) . ? C104 H104 0.9500 . ? C105 H105 0.9500 . ? C106 C111 1.395(5) . ? C106 C107 1.395(5) . ? C107 C108 1.386(5) . ? C107 H107 0.9500 . ? C108 C109 1.381(6) . ? C108 H108 0.9500 . ? C109 C110 1.364(6) . ? C109 H109 0.9500 . ? C110 C111 1.384(5) . ? C110 H110 0.9500 . ? C111 H111 0.9500 . ? C200 C205 1.387(4) . ? C200 C201 1.392(4) . ? C201 C202 1.378(4) . ? C201 H201 0.9500 . ? C202 C203 1.374(5) . ? C202 H202 0.9500 . ? C203 C204 1.369(5) . ? C203 H203 0.9500 . ? C204 C205 1.386(5) . ? C204 H204 0.9500 . ? C205 H205 0.9500 . ? C206 C211 1.378(5) . ? C206 C207 1.395(4) . ? C207 C208 1.383(5) . ? C207 H207 0.9500 . ? C208 C209 1.369(6) . ? C208 H208 0.9500 . ? C209 C210 1.372(6) . ? C209 H209 0.9500 . ? C210 C211 1.389(5) . ? C210 H210 0.9500 . ? C211 H211 0.9500 . ? C300 C305 1.382(4) . ? C300 C301 1.403(4) . ? C301 C302 1.383(4) . ? C301 H301 0.9500 . ? C302 C303 1.378(5) . ? C302 H302 0.9500 . ? C303 C304 1.378(5) . ? C303 H303 0.9500 . ? C304 C305 1.398(5) . ? C304 H304 0.9500 . ? C305 H305 0.9500 . ? C306 C311 1.389(5) . ? C306 C307 1.389(5) . ? C307 C308 1.394(5) . ? C307 H307 0.9500 . ? C308 C309 1.373(6) . ? C308 H308 0.9500 . ? C309 C310 1.379(6) . ? C309 H309 0.9500 . ? C310 C311 1.383(5) . ? C310 H310 0.9500 . ? C311 H311 0.9500 . ? C400 C405 1.393(4) . ? C400 C401 1.394(4) . ? C401 C402 1.384(5) . ? C401 H401 0.9500 . ? C402 C403 1.380(5) . ? C402 H402 0.9500 . ? C403 C404 1.378(5) . ? C403 H403 0.9500 . ? C404 C405 1.388(4) . ? C404 H404 0.9500 . ? C405 H405 0.9500 . ? C406 C411 1.383(4) . ? C406 C407 1.393(4) . ? C407 C408 1.384(5) . ? C407 H407 0.9500 . ? C408 C409 1.373(5) . ? C408 H408 0.9500 . ? C409 C410 1.374(5) . ? C409 H409 0.9500 . ? C410 C411 1.393(4) . ? C410 H410 0.9500 . ? C411 H411 0.9500 . ? O1 C5 1.374(8) . ? O1 C3 1.407(9) . ? C3 C4 1.402(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.492(14) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 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 C2 S2 C1 109.05(14) . . ? P2 S4 P4 102.75(5) . . ? C1 P1 C106 108.80(15) . . ? C1 P1 C100 105.76(15) . . ? C106 P1 C100 105.89(15) . . ? C1 P1 S1 114.60(11) . . ? C106 P1 S1 110.86(12) . . ? C100 P1 S1 110.46(12) . . ? C1 P2 C206 117.85(15) . . ? C1 P2 C200 113.83(15) . . ? C206 P2 C200 108.95(15) . . ? C1 P2 S4 111.54(12) . . ? C206 P2 S4 96.24(11) . . ? C200 P2 S4 106.60(11) . . ? C2 P3 C306 104.76(15) . . ? C2 P3 C300 105.34(14) . . ? C306 P3 C300 102.42(14) . . ? C2 P3 S3 119.18(11) . . ? C306 P3 S3 111.80(11) . . ? C300 P3 S3 111.78(11) . . ? C2 P4 C400 114.20(15) . . ? C2 P4 C406 113.99(15) . . ? C400 P4 C406 109.95(14) . . ? C2 P4 S4 114.67(11) . . ? C400 P4 S4 99.17(11) . . ? C406 P4 S4 103.44(11) . . ? P2 C1 P1 123.90(18) . . ? P2 C1 S2 108.97(16) . . ? P1 C1 S2 123.26(18) . . ? P4 C2 P3 124.91(17) . . ? P4 C2 S2 111.43(17) . . ? P3 C2 S2 122.19(17) . . ? C101 C100 C105 118.7(3) . . ? C101 C100 P1 118.7(3) . . ? C105 C100 P1 122.6(3) . . ? C100 C101 C102 121.3(4) . . ? C100 C101 H101 119.4 . . ? C102 C101 H101 119.4 . . ? C103 C102 C101 119.1(4) . . ? C103 C102 H102 120.4 . . ? C101 C102 H102 120.4 . . ? C104 C103 C102 120.1(4) . . ? C104 C103 H103 119.9 . . ? C102 C103 H103 119.9 . . ? C103 C104 C105 120.8(4) . . ? C103 C104 H104 119.6 . . ? C105 C104 H104 119.6 . . ? C104 C105 C100 119.9(4) . . ? C104 C105 H105 120.0 . . ? C100 C105 H105 120.0 . . ? C111 C106 C107 118.9(3) . . ? C111 C106 P1 121.3(3) . . ? C107 C106 P1 119.7(3) . . ? C108 C107 C106 120.4(4) . . ? C108 C107 H107 119.8 . . ? C106 C107 H107 119.8 . . ? C109 C108 C107 119.7(4) . . ? C109 C108 H108 120.1 . . ? C107 C108 H108 120.1 . . ? C110 C109 C108 120.4(4) . . ? C110 C109 H109 119.8 . . ? C108 C109 H109 119.8 . . ? C109 C110 C111 120.8(4) . . ? C109 C110 H110 119.6 . . ? C111 C110 H110 119.6 . . ? C110 C111 C106 119.8(4) . . ? C110 C111 H111 120.1 . . ? C106 C111 H111 120.1 . . ? C205 C200 C201 119.1(3) . . ? C205 C200 P2 122.7(2) . . ? C201 C200 P2 118.0(2) . . ? C202 C201 C200 120.3(3) . . ? C202 C201 H201 119.9 . . ? C200 C201 H201 119.9 . . ? C203 C202 C201 120.2(3) . . ? C203 C202 H202 119.9 . . ? C201 C202 H202 119.9 . . ? C204 C203 C202 119.9(3) . . ? C204 C203 H203 120.0 . . ? C202 C203 H203 120.0 . . ? C203 C204 C205 120.7(3) . . ? C203 C204 H204 119.6 . . ? C205 C204 H204 119.6 . . ? C204 C205 C200 119.7(3) . . ? C204 C205 H205 120.2 . . ? C200 C205 H205 120.2 . . ? C211 C206 C207 118.8(3) . . ? C211 C206 P2 121.9(3) . . ? C207 C206 P2 118.9(3) . . ? C208 C207 C206 120.7(3) . . ? C208 C207 H207 119.7 . . ? C206 C207 H207 119.7 . . ? C209 C208 C207 119.8(4) . . ? C209 C208 H208 120.1 . . ? C207 C208 H208 120.1 . . ? C208 C209 C210 120.1(4) . . ? C208 C209 H209 120.0 . . ? C210 C209 H209 120.0 . . ? C209 C210 C211 120.6(4) . . ? C209 C210 H210 119.7 . . ? C211 C210 H210 119.7 . . ? C206 C211 C210 120.0(3) . . ? C206 C211 H211 120.0 . . ? C210 C211 H211 120.0 . . ? C305 C300 C301 118.8(3) . . ? C305 C300 P3 121.0(2) . . ? C301 C300 P3 120.2(2) . . ? C302 C301 C300 120.6(3) . . ? C302 C301 H301 119.7 . . ? C300 C301 H301 119.7 . . ? C303 C302 C301 120.2(3) . . ? C303 C302 H302 119.9 . . ? C301 C302 H302 119.9 . . ? C304 C303 C302 119.8(3) . . ? C304 C303 H303 120.1 . . ? C302 C303 H303 120.1 . . ? C303 C304 C305 120.5(3) . . ? C303 C304 H304 119.7 . . ? C305 C304 H304 119.7 . . ? C300 C305 C304 120.1(3) . . ? C300 C305 H305 120.0 . . ? C304 C305 H305 120.0 . . ? C311 C306 C307 118.6(3) . . ? C311 C306 P3 122.3(3) . . ? C307 C306 P3 119.0(3) . . ? C306 C307 C308 120.2(4) . . ? C306 C307 H307 119.9 . . ? C308 C307 H307 119.9 . . ? C309 C308 C307 120.3(4) . . ? C309 C308 H308 119.9 . . ? C307 C308 H308 119.9 . . ? C308 C309 C310 120.0(4) . . ? C308 C309 H309 120.0 . . ? C310 C309 H309 120.0 . . ? C309 C310 C311 119.9(4) . . ? C309 C310 H310 120.1 . . ? C311 C310 H310 120.1 . . ? C310 C311 C306 121.0(3) . . ? C310 C311 H311 119.5 . . ? C306 C311 H311 119.5 . . ? C405 C400 C401 119.8(3) . . ? C405 C400 P4 118.0(2) . . ? C401 C400 P4 122.0(2) . . ? C402 C401 C400 119.3(3) . . ? C402 C401 H401 120.4 . . ? C400 C401 H401 120.4 . . ? C403 C402 C401 120.8(3) . . ? C403 C402 H402 119.6 . . ? C401 C402 H402 119.6 . . ? C404 C403 C402 120.1(3) . . ? C404 C403 H403 119.9 . . ? C402 C403 H403 119.9 . . ? C403 C404 C405 119.9(3) . . ? C403 C404 H404 120.1 . . ? C405 C404 H404 120.1 . . ? C404 C405 C400 120.1(3) . . ? C404 C405 H405 120.0 . . ? C400 C405 H405 120.0 . . ? C411 C406 C407 119.6(3) . . ? C411 C406 P4 120.1(2) . . ? C407 C406 P4 120.3(2) . . ? C408 C407 C406 119.9(3) . . ? C408 C407 H407 120.0 . . ? C406 C407 H407 120.0 . . ? C409 C408 C407 120.1(3) . . ? C409 C408 H408 119.9 . . ? C407 C408 H408 119.9 . . ? C408 C409 C410 120.6(3) . . ? C408 C409 H409 119.7 . . ? C410 C409 H409 119.7 . . ? C409 C410 C411 119.8(3) . . ? C409 C410 H410 120.1 . . ? C411 C410 H410 120.1 . . ? C406 C411 C410 120.0(3) . . ? C406 C411 H411 120.0 . . ? C410 C411 H411 120.0 . . ? C5 O1 C3 118.1(7) . . ? C4 C3 O1 113.1(6) . . ? C4 C3 H3A 109.0 . . ? O1 C3 H3A 109.0 . . ? C4 C3 H3B 109.0 . . ? O1 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O1 C5 C6 110.0(8) . . ? O1 C5 H5A 109.7 . . ? C6 C5 H5A 109.7 . . ? O1 C5 H5B 109.7 . . ? C6 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.416 _refine_diff_density_min -0.349 _refine_diff_density_rms 0.058 #===END