# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. #=============================================================================== # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_coden_Cambridge 0182 #=============================================================================== _audit_creation_date 06-17-2005 # 1. SUBMISSION DETAILS _publ_contact_author_name 'Pascal Le Floch' _publ_contact_author_address ; Department de Chimie Ecole Polytechnique Laboratoire Heteroelements et Coord UMR CNRS 7653 (DCPH) Palaiseau cedex 91128 FRANCE ; _publ_contact_author_email LEFLOCH@POLY.POLYTECHNIQUE.FR _publ_contact_letter ; Please consider this CIF submission for publication as a new structure paper in Chemical Communications. The figures, chemical structure diagram (scheme), Transfert of Copyright Agreement form and structure factors will be sent on receipt of your acknowledgement letter ; _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; New mono and bis-carbene samarium complexes: Synthesis, X-Ray structure and reactivity. ; _publ_author_address ;Laboratoire Heteroelements et Coordination, CNRS UMR 7653, DCPH Ecole Polytechnique, F-91128 Palaiseau Cedex France ; #=============================================================================== # 4. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; ; _publ_section_exptl_prep ;All structures were solved using SIR97 (Altomare et al.) and refined with SHELXL97 (Sheldrick). Figures were drawn with Platon (Spek, 1990). ; _publ_section_references ;Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993) J. Appl. Cryst. 26, 343-350. Sheldrick, G.M. SHELXL97. Program for crystal structure refinement. University of G\\"ottingen, Germany, 1997. Sluis, P. v.d., Spek, A.L. (1990). Acta Cryst. A46, 194-201. Spek, A.L. (1990). Acta Cryst. A46, C-34. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; loop_ _publ_author_name T.Cantat F.Jaroschik N.Mezailles F.Nief L.Ricard 'P.Le Floch' #=============================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. #=============================================================================== data_smcarb _database_code_depnum_ccdc_archive 'CCDC 275470' # compound 2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C94 H106 I2 O4 P4 S4 Sm2' _chemical_formula_weight 2106.41 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' I I -0.4742 1.8119 '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' Sm Sm -0.1638 3.4418 '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 23.3380(10) _cell_length_b 27.1900(10) _cell_length_c 18.1090(10) _cell_angle_alpha 90.00 _cell_angle_beta 128.1740(10) _cell_angle_gamma 90.00 _cell_volume 9033.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4224 _exptl_absorpt_coefficient_mu 2.183 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7796 _exptl_absorpt_correction_T_max 0.9178 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15765 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0718 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.74 _diffrn_reflns_theta_max 26.37 _reflns_number_total 9222 _reflns_number_gt 6040 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0210P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9222 _refine_ls_number_parameters 500 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0739 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _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 Sm1 Sm 0.0000 0.183817(11) 0.7500 0.02532(9) Uani 1 2 d S . . Sm2 Sm 0.0000 -0.005447(11) 0.7500 0.02508(9) Uani 1 2 d S . . I1 I -0.083604(13) 0.087764(10) 0.756045(17) 0.02838(8) Uani 1 1 d . . . S1 S -0.12023(5) 0.22566(4) 0.73613(7) 0.0318(3) Uani 1 1 d . . . S2 S 0.09473(5) -0.04793(4) 0.71246(7) 0.0318(3) Uani 1 1 d . . . P1 P -0.07015(5) 0.28891(4) 0.74687(7) 0.0243(2) Uani 1 1 d . . . P2 P 0.05961(6) -0.11021(4) 0.73365(7) 0.0266(3) Uani 1 1 d . . . O1 O 0.08075(14) 0.17294(10) 0.9226(2) 0.0366(8) Uani 1 1 d . . . O2 O 0.09128(14) 0.00258(10) 0.91958(18) 0.0326(7) Uani 1 1 d . . . C1 C 0.0000 0.2710(2) 0.7500 0.0248(13) Uani 1 2 d S . . C2 C -0.0477(2) 0.32310(14) 0.8481(3) 0.0284(10) Uani 1 1 d . . . C3 C -0.1034(2) 0.33926(16) 0.8503(3) 0.0369(11) Uani 1 1 d . . . H3 H -0.1529 0.3334 0.7982 0.044 Uiso 1 1 calc R . . C4 C -0.0861(3) 0.36388(17) 0.9289(3) 0.0438(12) Uani 1 1 d . . . H4 H -0.1240 0.3749 0.9302 0.053 Uiso 1 1 calc R . . C5 C -0.0151(3) 0.37240(17) 1.0043(3) 0.0432(12) Uani 1 1 d . . . H5 H -0.0039 0.3891 1.0579 0.052 Uiso 1 1 calc R . . C6 C 0.0398(2) 0.35676(17) 1.0023(3) 0.0403(12) Uani 1 1 d . . . H6 H 0.0892 0.3629 1.0544 0.048 Uiso 1 1 calc R . . C7 C 0.0234(2) 0.33212(15) 0.9244(3) 0.0322(10) Uani 1 1 d . . . H7 H 0.0618 0.3213 0.9237 0.039 Uiso 1 1 calc R . . C8 C -0.13370(19) 0.33027(16) 0.6501(3) 0.0270(10) Uani 1 1 d . . . C9 C -0.1189(2) 0.38028(16) 0.6584(3) 0.0324(10) Uani 1 1 d . . . H9 H -0.0803 0.3937 0.7178 0.039 Uiso 1 1 calc R . . C10 C -0.1598(2) 0.41066(18) 0.5812(3) 0.0426(12) Uani 1 1 d . . . H10 H -0.1493 0.4449 0.5878 0.051 Uiso 1 1 calc R . . C11 C -0.2152(2) 0.39203(19) 0.4953(3) 0.0439(13) Uani 1 1 d . . . H11 H -0.2422 0.4130 0.4420 0.053 Uiso 1 1 calc R . . C12 C -0.2319(2) 0.34303(19) 0.4863(3) 0.0457(13) Uani 1 1 d . . . H12 H -0.2711 0.3301 0.4267 0.055 Uiso 1 1 calc R . . C13 C -0.1921(2) 0.31228(16) 0.5632(3) 0.0346(11) Uani 1 1 d . . . H13 H -0.2048 0.2785 0.5566 0.041 Uiso 1 1 calc R . . C14 C 0.0000 -0.0920(2) 0.7500 0.0284(13) Uani 1 2 d S . . C15 C 0.0205(2) -0.15338(16) 0.6368(3) 0.0295(10) Uani 1 1 d . . . C16 C -0.0121(2) -0.13689(16) 0.5463(3) 0.0349(11) Uani 1 1 d . . . H16 H -0.0077 -0.1034 0.5356 0.042 Uiso 1 1 calc R . . C17 C -0.0513(2) -0.16964(19) 0.4708(3) 0.0445(13) Uani 1 1 d . . . H17A H -0.1014 -0.1564 0.4263 0.053 Uiso 1 1 calc R . . H17B H -0.0293 -0.1686 0.4385 0.053 Uiso 1 1 calc R . . C18 C -0.0577(3) -0.21842(18) 0.4853(3) 0.0452(12) Uani 1 1 d . . . H18 H -0.0845 -0.2405 0.4336 0.054 Uiso 1 1 calc R . . C19 C -0.0252(2) -0.23489(17) 0.5742(3) 0.0441(12) Uani 1 1 d . . . H19 H -0.0292 -0.2685 0.5847 0.053 Uiso 1 1 calc R . . C20 C 0.0136(2) -0.20252(16) 0.6496(3) 0.0354(11) Uani 1 1 d . . . H20 H 0.0359 -0.2144 0.7112 0.042 Uiso 1 1 calc R . . C21 C 0.1392(2) -0.14329(15) 0.8314(3) 0.0307(10) Uani 1 1 d . . . C22 C 0.1890(2) -0.16407(16) 0.8232(3) 0.0418(12) Uani 1 1 d . . . H22 H 0.1813 -0.1621 0.7653 0.050 Uiso 1 1 calc R . . C23 C 0.2509(2) -0.18803(17) 0.9000(4) 0.0527(15) Uani 1 1 d . . . H23 H 0.2848 -0.2028 0.8941 0.063 Uiso 1 1 calc R . . C24 C 0.2623(3) -0.19003(18) 0.9836(4) 0.0527(15) Uani 1 1 d . . . H24 H 0.3045 -0.2059 1.0359 0.063 Uiso 1 1 calc R . . C25 C 0.2136(2) -0.1695(2) 0.9928(3) 0.0542(15) Uani 1 1 d . . . H25 H 0.2219 -0.1714 1.0511 0.065 Uiso 1 1 calc R . . C26 C 0.1517(2) -0.14560(17) 0.9166(3) 0.0395(12) Uani 1 1 d . . . H26 H 0.1181 -0.1310 0.9233 0.047 Uiso 1 1 calc R . . C27 C 0.1087(3) 0.21258(19) 0.9834(3) 0.0548(14) Uani 1 1 d . . . H27A H 0.0686 0.2345 0.9673 0.066 Uiso 1 1 calc R . . H27B H 0.1420 0.2316 0.9779 0.066 Uiso 1 1 calc R . . C28 C 0.1485(3) 0.19407(17) 1.0803(3) 0.0485(13) Uani 1 1 d . . . H28A H 0.1186 0.1971 1.1017 0.058 Uiso 1 1 calc R . . H28B H 0.1947 0.2123 1.1242 0.058 Uiso 1 1 calc R . . C29 C 0.1632(2) 0.13990(17) 1.0735(3) 0.0423(12) Uani 1 1 d . . . H29A H 0.2118 0.1357 1.0895 0.051 Uiso 1 1 calc R . . H29B H 0.1601 0.1191 1.1158 0.051 Uiso 1 1 calc R . . C30 C 0.1035(2) 0.12747(17) 0.9722(3) 0.0432(12) Uani 1 1 d . . . H30A H 0.1219 0.1050 0.9481 0.052 Uiso 1 1 calc R . . H30B H 0.0624 0.1113 0.9652 0.052 Uiso 1 1 calc R . . C31 C 0.1676(2) -0.00578(19) 0.9636(3) 0.0452(13) Uani 1 1 d . . . H31A H 0.1870 0.0211 0.9478 0.054 Uiso 1 1 calc R . . H31B H 0.1739 -0.0373 0.9420 0.054 Uiso 1 1 calc R . . C32 C 0.2067(3) -0.0072(2) 1.0677(3) 0.0650(17) Uani 1 1 d . . . H32A H 0.2475 -0.0310 1.0990 0.078 Uiso 1 1 calc R . . H32B H 0.2259 0.0256 1.0962 0.078 Uiso 1 1 calc R . . C33 C 0.1490(3) -0.0232(2) 1.0749(3) 0.0659(17) Uani 1 1 d . . . H33A H 0.1444 -0.0595 1.0721 0.079 Uiso 1 1 calc R . . H33B H 0.1598 -0.0114 1.1341 0.079 Uiso 1 1 calc R . . C34 C 0.0813(2) 0.00017(17) 0.9915(3) 0.0417(12) Uani 1 1 d . . . H34A H 0.0380 -0.0198 0.9695 0.050 Uiso 1 1 calc R . . H34B H 0.0750 0.0335 1.0073 0.050 Uiso 1 1 calc R . . C35 C 0.0765(3) 0.3378(2) 0.2625(4) 0.082(2) Uani 1 1 d . . . H35A H 0.0309 0.3502 0.2051 0.123 Uiso 1 1 calc R . . H35B H 0.0883 0.3564 0.3167 0.123 Uiso 1 1 calc R . . H35C H 0.0708 0.3029 0.2705 0.123 Uiso 1 1 calc R . . C36 C 0.1359(2) 0.3435(2) 0.2555(3) 0.0469(13) Uani 1 1 d . . . C37 C 0.1590(3) 0.3901(2) 0.2517(3) 0.0612(16) Uani 1 1 d . . . H37 H 0.1367 0.4188 0.2534 0.073 Uiso 1 1 calc R . . C38 C 0.2156(3) 0.3939(2) 0.2454(3) 0.0657(17) Uani 1 1 d . . . H38 H 0.2313 0.4256 0.2422 0.079 Uiso 1 1 calc R . . C39 C 0.2482(3) 0.3536(3) 0.2436(4) 0.0654(17) Uani 1 1 d . . . H39 H 0.2868 0.3569 0.2397 0.078 Uiso 1 1 calc R . . C40 C 0.2262(3) 0.3092(2) 0.2474(4) 0.0649(17) Uani 1 1 d . . . H40 H 0.2498 0.2809 0.2468 0.078 Uiso 1 1 calc R . . C41 C 0.1703(3) 0.3034(2) 0.2523(3) 0.0540(14) Uani 1 1 d . . . H41 H 0.1551 0.2713 0.2534 0.065 Uiso 1 1 calc R . . C42 C 0.5099(3) -0.0165(3) 0.6334(5) 0.102(2) Uani 1 1 d . . . H42A H 0.5415 -0.0064 0.6177 0.154 Uiso 1 1 calc R . . H42B H 0.5046 -0.0523 0.6288 0.154 Uiso 1 1 calc R . . H42C H 0.5316 -0.0060 0.6976 0.154 Uiso 1 1 calc R . . C43 C 0.4398(3) 0.0060(2) 0.5692(5) 0.0730(18) Uani 1 1 d . . . C44 C 0.4154(3) 0.04174(19) 0.6004(4) 0.0602(15) Uani 1 1 d . . . H44 H 0.4454 0.0522 0.6641 0.072 Uiso 1 1 calc R . . C45 C 0.3468(3) 0.0611(2) 0.5357(5) 0.0728(18) Uani 1 1 d . . . H45 H 0.3302 0.0857 0.5558 0.087 Uiso 1 1 calc R . . C46 C 0.3007(3) 0.0462(2) 0.4421(5) 0.080(2) Uani 1 1 d . . . H46 H 0.2533 0.0599 0.4001 0.096 Uiso 1 1 calc R . . C47 C 0.3234(4) 0.0128(2) 0.4116(5) 0.085(2) Uani 1 1 d . . . H47 H 0.2928 0.0032 0.3475 0.102 Uiso 1 1 calc R . . C48 C 0.3941(4) -0.0084(2) 0.4765(5) 0.0732(18) Uani 1 1 d . . . H48 H 0.4098 -0.0329 0.4552 0.088 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 Sm1 0.02900(16) 0.02191(18) 0.02378(17) 0.000 0.01567(14) 0.000 Sm2 0.02973(16) 0.02166(18) 0.02405(16) 0.000 0.01672(14) 0.000 I1 0.03135(15) 0.02203(15) 0.03304(16) -0.00009(13) 0.02055(13) 0.00108(13) S1 0.0356(6) 0.0268(6) 0.0381(6) 0.0001(5) 0.0252(5) -0.0029(5) S2 0.0385(6) 0.0271(6) 0.0371(6) 0.0021(5) 0.0270(5) 0.0007(5) P1 0.0252(5) 0.0231(6) 0.0228(5) -0.0002(5) 0.0139(5) 0.0015(5) P2 0.0345(6) 0.0224(6) 0.0244(6) 0.0010(5) 0.0190(5) 0.0032(5) O1 0.0341(16) 0.0142(16) 0.0409(18) 0.0009(14) 0.0128(14) -0.0015(13) O2 0.0379(16) 0.0367(18) 0.0244(15) 0.0013(14) 0.0199(14) 0.0010(14) C1 0.029(3) 0.023(3) 0.021(3) 0.000 0.015(3) 0.000 C2 0.038(2) 0.022(2) 0.030(2) 0.0009(19) 0.023(2) 0.001(2) C3 0.038(2) 0.036(3) 0.038(3) 0.000(2) 0.023(2) 0.005(2) C4 0.058(3) 0.041(3) 0.052(3) 0.000(3) 0.044(3) 0.008(3) C5 0.064(3) 0.036(3) 0.037(3) -0.009(2) 0.035(3) -0.004(3) C6 0.046(3) 0.039(3) 0.031(3) -0.004(2) 0.022(2) -0.002(2) C7 0.036(2) 0.028(3) 0.029(2) 0.001(2) 0.018(2) 0.003(2) C8 0.024(2) 0.031(3) 0.023(2) 0.001(2) 0.0135(19) 0.003(2) C9 0.031(2) 0.028(3) 0.031(2) 0.001(2) 0.016(2) 0.001(2) C10 0.042(3) 0.031(3) 0.050(3) 0.013(2) 0.027(2) 0.007(2) C11 0.037(3) 0.047(3) 0.037(3) 0.018(3) 0.017(2) 0.017(2) C12 0.032(2) 0.056(4) 0.034(3) 0.002(3) 0.013(2) 0.004(3) C13 0.029(2) 0.033(3) 0.032(2) 0.003(2) 0.014(2) 0.002(2) C14 0.035(3) 0.025(3) 0.024(3) 0.000 0.018(3) 0.000 C15 0.035(2) 0.031(3) 0.026(2) -0.004(2) 0.021(2) 0.000(2) C16 0.048(3) 0.028(3) 0.030(2) -0.003(2) 0.025(2) 0.001(2) C17 0.044(3) 0.062(4) 0.036(3) -0.006(3) 0.030(2) 0.003(3) C18 0.068(3) 0.034(3) 0.041(3) -0.015(2) 0.038(3) -0.011(3) C19 0.064(3) 0.028(3) 0.046(3) -0.001(2) 0.037(3) -0.005(2) C20 0.046(3) 0.029(3) 0.029(2) 0.000(2) 0.022(2) 0.000(2) C21 0.033(2) 0.025(2) 0.032(2) -0.003(2) 0.019(2) 0.000(2) C22 0.039(3) 0.039(3) 0.040(3) -0.003(2) 0.020(2) 0.004(2) C23 0.038(3) 0.037(3) 0.062(4) -0.006(3) 0.021(3) 0.004(2) C24 0.040(3) 0.041(3) 0.042(3) 0.014(3) 0.008(3) 0.007(3) C25 0.042(3) 0.063(4) 0.039(3) 0.015(3) 0.016(3) -0.005(3) C26 0.037(2) 0.041(3) 0.033(3) 0.007(2) 0.018(2) 0.002(2) C27 0.079(4) 0.055(4) 0.032(3) 0.008(3) 0.036(3) 0.006(3) C28 0.063(3) 0.043(3) 0.039(3) -0.005(2) 0.031(3) -0.002(3) C29 0.046(3) 0.044(3) 0.035(3) 0.002(2) 0.024(2) 0.001(2) C30 0.051(3) 0.039(3) 0.030(3) -0.001(2) 0.021(2) 0.001(2) C31 0.036(3) 0.055(3) 0.038(3) 0.002(2) 0.019(2) 0.008(2) C32 0.043(3) 0.103(5) 0.034(3) 0.009(3) 0.017(3) 0.006(3) C33 0.064(3) 0.087(5) 0.041(3) 0.018(3) 0.029(3) 0.023(3) C34 0.047(3) 0.041(3) 0.038(3) -0.007(2) 0.027(2) -0.003(2) C35 0.073(4) 0.104(6) 0.063(4) -0.018(4) 0.039(3) -0.003(4) C36 0.043(3) 0.060(4) 0.028(3) -0.009(3) 0.017(2) -0.003(3) C37 0.066(4) 0.051(4) 0.036(3) -0.011(3) 0.017(3) 0.001(3) C38 0.072(4) 0.060(4) 0.043(3) -0.005(3) 0.025(3) -0.030(3) C39 0.058(4) 0.080(5) 0.056(4) -0.017(4) 0.035(3) -0.021(4) C40 0.050(3) 0.080(5) 0.055(4) -0.014(3) 0.028(3) -0.003(3) C41 0.054(3) 0.044(3) 0.046(3) -0.007(3) 0.022(3) -0.009(3) C42 0.100(5) 0.094(6) 0.125(6) 0.043(5) 0.075(5) 0.021(4) C43 0.071(4) 0.056(4) 0.106(6) 0.017(4) 0.062(4) 0.001(3) C44 0.075(4) 0.037(3) 0.091(5) 0.001(3) 0.063(4) 0.002(3) C45 0.082(4) 0.071(5) 0.074(4) 0.000(4) 0.053(4) -0.015(4) C46 0.062(4) 0.067(5) 0.103(6) 0.021(4) 0.047(4) -0.005(4) C47 0.124(6) 0.047(4) 0.120(6) -0.011(4) 0.093(6) -0.012(4) C48 0.108(5) 0.055(4) 0.067(4) -0.007(3) 0.059(4) -0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 C1 2.371(6) . ? Sm1 O1 2.476(3) 2_556 ? Sm1 O1 2.476(3) . ? Sm1 S1 2.8913(11) 2_556 ? Sm1 S1 2.8913(11) . ? Sm1 P1 3.2762(11) 2_556 ? Sm1 P1 3.2762(11) . ? Sm1 I1 3.3021(4) . ? Sm1 I1 3.3021(4) 2_556 ? Sm2 C14 2.352(6) . ? Sm2 O2 2.435(3) . ? Sm2 O2 2.435(3) 2_556 ? Sm2 S2 2.9225(11) 2_556 ? Sm2 S2 2.9225(11) . ? Sm2 I1 3.2413(4) 2_556 ? Sm2 I1 3.2413(4) . ? Sm2 P2 3.2627(11) 2_556 ? Sm2 P2 3.2627(11) . ? S1 P1 2.0199(15) . ? S2 P2 2.0187(15) . ? P1 C1 1.6750(19) . ? P1 C2 1.820(4) . ? P1 C8 1.823(4) . ? P2 C14 1.667(2) . ? P2 C15 1.819(4) . ? P2 C21 1.825(4) . ? O1 C27 1.382(5) . ? O1 C30 1.424(5) . ? O2 C31 1.451(5) . ? O2 C34 1.459(5) . ? C1 P1 1.6750(19) 2_556 ? C2 C7 1.374(5) . ? C2 C3 1.396(5) . ? C3 C4 1.388(6) . ? C4 C5 1.365(6) . ? C5 C6 1.373(6) . ? C6 C7 1.385(6) . ? C8 C13 1.386(5) . ? C8 C9 1.388(5) . ? C9 C10 1.378(6) . ? C10 C11 1.365(6) . ? C11 C12 1.369(6) . ? C12 C13 1.380(6) . ? C14 P2 1.667(2) 2_556 ? C15 C20 1.382(6) . ? C15 C16 1.387(5) . ? C16 C17 1.397(6) . ? C17 C18 1.377(6) . ? C18 C19 1.365(6) . ? C19 C20 1.389(6) . ? C21 C22 1.381(6) . ? C21 C26 1.383(6) . ? C22 C23 1.401(6) . ? C23 C24 1.366(7) . ? C24 C25 1.365(7) . ? C25 C26 1.396(6) . ? C27 C28 1.477(6) . ? C28 C29 1.534(6) . ? C29 C30 1.503(5) . ? C31 C32 1.503(6) . ? C32 C33 1.496(7) . ? C33 C34 1.494(6) . ? C35 C36 1.478(7) . ? C36 C41 1.376(7) . ? C36 C37 1.395(7) . ? C37 C38 1.397(8) . ? C38 C39 1.346(8) . ? C39 C40 1.331(8) . ? C40 C41 1.369(7) . ? C42 C43 1.431(8) . ? C43 C48 1.377(8) . ? C43 C44 1.409(8) . ? C44 C45 1.377(7) . ? C45 C46 1.394(8) . ? C46 C47 1.329(8) . ? C47 C48 1.429(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Sm1 O1 96.86(6) . 2_556 ? C1 Sm1 O1 96.86(6) . . ? O1 Sm1 O1 166.28(13) 2_556 . ? C1 Sm1 S1 66.83(2) . 2_556 ? O1 Sm1 S1 95.58(7) 2_556 2_556 ? O1 Sm1 S1 89.82(7) . 2_556 ? C1 Sm1 S1 66.83(2) . . ? O1 Sm1 S1 89.82(7) 2_556 . ? O1 Sm1 S1 95.58(7) . . ? S1 Sm1 S1 133.65(4) 2_556 . ? C1 Sm1 P1 29.288(18) . 2_556 ? O1 Sm1 P1 96.22(7) 2_556 2_556 ? O1 Sm1 P1 95.74(7) . 2_556 ? S1 Sm1 P1 37.58(3) 2_556 2_556 ? S1 Sm1 P1 96.09(3) . 2_556 ? C1 Sm1 P1 29.288(18) . . ? O1 Sm1 P1 95.74(7) 2_556 . ? O1 Sm1 P1 96.22(7) . . ? S1 Sm1 P1 96.09(3) 2_556 . ? S1 Sm1 P1 37.58(3) . . ? P1 Sm1 P1 58.58(4) 2_556 . ? C1 Sm1 I1 142.271(6) . . ? O1 Sm1 I1 86.74(7) 2_556 . ? O1 Sm1 I1 82.41(6) . . ? S1 Sm1 I1 150.45(2) 2_556 . ? S1 Sm1 I1 75.67(2) . . ? P1 Sm1 I1 171.27(2) 2_556 . ? P1 Sm1 I1 113.029(19) . . ? C1 Sm1 I1 142.271(6) . 2_556 ? O1 Sm1 I1 82.41(6) 2_556 2_556 ? O1 Sm1 I1 86.74(7) . 2_556 ? S1 Sm1 I1 75.67(2) 2_556 2_556 ? S1 Sm1 I1 150.45(2) . 2_556 ? P1 Sm1 I1 113.029(19) 2_556 2_556 ? P1 Sm1 I1 171.27(2) . 2_556 ? I1 Sm1 I1 75.458(12) . 2_556 ? C14 Sm2 O2 95.14(7) . . ? C14 Sm2 O2 95.14(7) . 2_556 ? O2 Sm2 O2 169.72(13) . 2_556 ? C14 Sm2 S2 66.72(2) . 2_556 ? O2 Sm2 S2 86.56(7) . 2_556 ? O2 Sm2 S2 97.51(7) 2_556 2_556 ? C14 Sm2 S2 66.72(2) . . ? O2 Sm2 S2 97.51(7) . . ? O2 Sm2 S2 86.56(7) 2_556 . ? S2 Sm2 S2 133.44(4) 2_556 . ? C14 Sm2 I1 141.435(6) . 2_556 ? O2 Sm2 I1 84.08(7) . 2_556 ? O2 Sm2 I1 87.88(7) 2_556 2_556 ? S2 Sm2 I1 150.99(2) 2_556 2_556 ? S2 Sm2 I1 75.14(2) . 2_556 ? C14 Sm2 I1 141.435(6) . . ? O2 Sm2 I1 87.88(7) . . ? O2 Sm2 I1 84.08(7) 2_556 . ? S2 Sm2 I1 75.14(2) 2_556 . ? S2 Sm2 I1 150.99(2) . . ? I1 Sm2 I1 77.129(12) 2_556 . ? C14 Sm2 P2 29.190(19) . 2_556 ? O2 Sm2 P2 93.07(7) . 2_556 ? O2 Sm2 P2 95.90(7) 2_556 2_556 ? S2 Sm2 P2 37.59(3) 2_556 2_556 ? S2 Sm2 P2 95.87(3) . 2_556 ? I1 Sm2 P2 170.06(2) 2_556 2_556 ? I1 Sm2 P2 112.35(2) . 2_556 ? C14 Sm2 P2 29.190(19) . . ? O2 Sm2 P2 95.90(7) . . ? O2 Sm2 P2 93.07(7) 2_556 . ? S2 Sm2 P2 95.87(3) 2_556 . ? S2 Sm2 P2 37.59(3) . . ? I1 Sm2 P2 112.35(2) 2_556 . ? I1 Sm2 P2 170.06(2) . . ? P2 Sm2 P2 58.38(4) 2_556 . ? Sm2 I1 Sm1 103.706(8) . . ? P1 S1 Sm1 81.60(4) . . ? P2 S2 Sm2 80.38(5) . . ? C1 P1 C2 116.56(16) . . ? C1 P1 C8 114.18(17) . . ? C2 P1 C8 102.11(19) . . ? C1 P1 S1 104.54(19) . . ? C2 P1 S1 108.74(14) . . ? C8 P1 S1 110.73(14) . . ? C1 P1 Sm1 43.82(19) . . ? C2 P1 Sm1 126.75(13) . . ? C8 P1 Sm1 130.99(14) . . ? S1 P1 Sm1 60.82(4) . . ? C14 P2 C15 112.76(18) . . ? C14 P2 C21 115.80(17) . . ? C15 P2 C21 102.77(19) . . ? C14 P2 S2 105.4(2) . . ? C15 P2 S2 112.25(15) . . ? C21 P2 S2 107.98(14) . . ? C14 P2 Sm2 43.49(19) . . ? C15 P2 Sm2 131.51(13) . . ? C21 P2 Sm2 125.29(14) . . ? S2 P2 Sm2 62.02(4) . . ? C27 O1 C30 111.5(3) . . ? C27 O1 Sm1 121.9(3) . . ? C30 O1 Sm1 126.6(2) . . ? C31 O2 C34 108.7(3) . . ? C31 O2 Sm2 119.9(2) . . ? C34 O2 Sm2 128.6(2) . . ? P1 C1 P1 146.2(4) 2_556 . ? P1 C1 Sm1 106.90(19) 2_556 . ? P1 C1 Sm1 106.90(19) . . ? C7 C2 C3 118.8(4) . . ? C7 C2 P1 121.4(3) . . ? C3 C2 P1 119.7(3) . . ? C4 C3 C2 119.7(4) . . ? C5 C4 C3 120.8(4) . . ? C4 C5 C6 119.8(4) . . ? C5 C6 C7 120.1(4) . . ? C2 C7 C6 120.8(4) . . ? C13 C8 C9 118.2(4) . . ? C13 C8 P1 121.2(3) . . ? C9 C8 P1 120.0(3) . . ? C10 C9 C8 120.5(4) . . ? C11 C10 C9 120.5(5) . . ? C10 C11 C12 119.8(4) . . ? C11 C12 C13 120.3(4) . . ? C12 C13 C8 120.6(4) . . ? P2 C14 P2 145.4(4) 2_556 . ? P2 C14 Sm2 107.32(19) 2_556 . ? P2 C14 Sm2 107.32(19) . . ? C20 C15 C16 118.4(4) . . ? C20 C15 P2 120.2(3) . . ? C16 C15 P2 120.8(3) . . ? C15 C16 C17 119.9(4) . . ? C18 C17 C16 120.7(4) . . ? C19 C18 C17 119.6(4) . . ? C18 C19 C20 120.0(4) . . ? C15 C20 C19 121.4(4) . . ? C22 C21 C26 119.4(4) . . ? C22 C21 P2 121.1(3) . . ? C26 C21 P2 119.4(3) . . ? C21 C22 C23 120.2(5) . . ? C24 C23 C22 119.5(5) . . ? C25 C24 C23 120.8(5) . . ? C24 C25 C26 120.1(5) . . ? C21 C26 C25 119.9(5) . . ? O1 C27 C28 108.7(4) . . ? C27 C28 C29 103.9(4) . . ? C30 C29 C28 103.3(4) . . ? O1 C30 C29 106.1(4) . . ? O2 C31 C32 106.3(4) . . ? C33 C32 C31 103.7(4) . . ? C34 C33 C32 103.5(4) . . ? O2 C34 C33 105.7(4) . . ? C41 C36 C37 117.6(5) . . ? C41 C36 C35 121.6(5) . . ? C37 C36 C35 120.9(5) . . ? C36 C37 C38 119.1(6) . . ? C39 C38 C37 121.2(6) . . ? C40 C39 C38 119.7(6) . . ? C39 C40 C41 121.4(6) . . ? C40 C41 C36 121.1(5) . . ? C48 C43 C44 118.9(6) . . ? C48 C43 C42 120.3(7) . . ? C44 C43 C42 120.7(7) . . ? C45 C44 C43 118.0(6) . . ? C44 C45 C46 122.7(7) . . ? C47 C46 C45 119.9(7) . . ? C46 C47 C48 119.2(7) . . ? C43 C48 C47 121.2(6) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.315 _refine_diff_density_min -1.005 _refine_diff_density_rms 0.105 #END=== data_smbiscarb _database_code_depnum_ccdc_archive 'CCDC 275471' #compound 3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H72 Li O4 P4 S4 Sm' _chemical_formula_weight 1338.65 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' Li Li -.0003 .0001 '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' P P .1023 .0942 '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' Sm Sm -.1638 3.4418 '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 14.969(3) _cell_length_b 15.159(2) _cell_length_c 16.2692(16) _cell_angle_alpha 77.918(10) _cell_angle_beta 88.901(12) _cell_angle_gamma 61.756(11) _cell_volume 3166.6(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description plate _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1378 _exptl_absorpt_coefficient_mu 1.207 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7772 _exptl_absorpt_correction_T_max 0.8889 _exptl_absorpt_process_details 'TWINABS, Sheldrick 2002' _exptl_special_details ; Crystals of this complex present a slow phase transition below 200K and become unsusable when cooled slowly. Quenching the crystals to 150K lead to a sample that can be treated as a twin about the (2 1 0) reciprocal space direction, twin fraction = 0.546. ; _diffrn_ambient_temperature 150.0(1) _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 KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25383 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 25.03 _reflns_number_total 25429 _reflns_number_gt 22457 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0732P)^2^+20.8265P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 25429 _refine_ls_number_parameters 733 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0679 _refine_ls_R_factor_gt 0.0559 _refine_ls_wR_factor_ref 0.1756 _refine_ls_wR_factor_gt 0.1632 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.189 _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 Sm1 Sm 0.80353(2) 0.48176(2) 0.776101(19) 0.02317(9) Uani 1 1 d . . . S1 S 0.97523(11) 0.38718(11) 0.68403(9) 0.0267(3) Uani 1 1 d . . . S2 S 0.72278(11) 0.42147(11) 0.92157(9) 0.0278(3) Uani 1 1 d . . . S3 S 0.66420(12) 0.51753(11) 0.64030(10) 0.0288(3) Uani 1 1 d . . . S4 S 0.86945(11) 0.61542(11) 0.81624(10) 0.0288(3) Uani 1 1 d . . . P1 P 0.98290(11) 0.25992(11) 0.76386(9) 0.0210(3) Uani 1 1 d . . . P2 P 0.83688(11) 0.28025(11) 0.91512(9) 0.0215(3) Uani 1 1 d . . . P3 P 0.71945(11) 0.71745(11) 0.78161(9) 0.0219(3) Uani 1 1 d . . . P4 P 0.61489(12) 0.66402(11) 0.65301(9) 0.0217(3) Uani 1 1 d . . . O1 O 1.4098(4) 0.3969(4) 0.7122(3) 0.0492(13) Uani 1 1 d . . . O2 O 1.3426(4) 0.5718(4) 0.8057(3) 0.0449(12) Uani 1 1 d . . . O3 O 1.1961(4) 0.5864(5) 0.6519(4) 0.0719(19) Uani 1 1 d . A . O4 O 1.2221(4) 0.4541(4) 0.8298(3) 0.0549(14) Uani 1 1 d . . . C1 C 0.9055(5) 0.2941(4) 0.8392(4) 0.0289(14) Uani 1 1 d . . . C2 C 0.9546(4) 0.1903(4) 0.6972(4) 0.0241(12) Uani 1 1 d . . . C3 C 0.8605(6) 0.1947(6) 0.6961(4) 0.0437(17) Uani 1 1 d . . . H3 H 0.8115 0.2335 0.7301 0.052 Uiso 1 1 calc R . . C4 C 0.8358(7) 0.1444(7) 0.6472(5) 0.062(2) Uani 1 1 d . . . H4 H 0.7722 0.1447 0.6499 0.075 Uiso 1 1 calc R . . C5 C 0.9051(7) 0.0932(6) 0.5936(5) 0.053(2) Uani 1 1 d . . . H5 H 0.8887 0.0589 0.5587 0.064 Uiso 1 1 calc R . . C6 C 0.9975(6) 0.0919(6) 0.5909(5) 0.058(2) Uani 1 1 d . . . H6 H 1.0442 0.0586 0.5530 0.069 Uiso 1 1 calc R . . C7 C 1.0221(6) 0.1392(6) 0.6437(5) 0.055(2) Uani 1 1 d . . . H7 H 1.0869 0.1363 0.6429 0.066 Uiso 1 1 calc R . . C8 C 1.1168(4) 0.1710(4) 0.8003(4) 0.0249(13) Uani 1 1 d . . . C9 C 1.1425(5) 0.0886(5) 0.8692(4) 0.0299(14) Uani 1 1 d . . . H9 H 1.0905 0.0825 0.9002 0.036 Uiso 1 1 calc R . . C10 C 1.2428(5) 0.0160(5) 0.8924(4) 0.0366(16) Uani 1 1 d . . . H10 H 1.2591 -0.0411 0.9383 0.044 Uiso 1 1 calc R . . C11 C 1.3203(5) 0.0247(5) 0.8501(4) 0.0325(15) Uani 1 1 d . . . H11 H 1.3894 -0.0252 0.8674 0.039 Uiso 1 1 calc R . . C12 C 1.2961(5) 0.1059(5) 0.7830(4) 0.0348(15) Uani 1 1 d . . . H12 H 1.3486 0.1123 0.7530 0.042 Uiso 1 1 calc R . . C13 C 1.1954(5) 0.1791(5) 0.7587(4) 0.0295(14) Uani 1 1 d . . . H13 H 1.1797 0.2358 0.7126 0.035 Uiso 1 1 calc R . . C14 C 0.7799(5) 0.2011(4) 0.9025(3) 0.0247(13) Uani 1 1 d . . . C15 C 0.6763(5) 0.2434(5) 0.8841(4) 0.0340(15) Uani 1 1 d . . . H15 H 0.6328 0.3131 0.8860 0.041 Uiso 1 1 calc R . . C16 C 0.6343(6) 0.1849(6) 0.8627(5) 0.0452(18) Uani 1 1 d . . . H16 H 0.5631 0.2161 0.8479 0.054 Uiso 1 1 calc R . . C17 C 0.6952(6) 0.0831(6) 0.8631(5) 0.0468(19) Uani 1 1 d . . . H17 H 0.6666 0.0437 0.8485 0.056 Uiso 1 1 calc R . . C18 C 0.7995(6) 0.0378(6) 0.8852(5) 0.050(2) Uani 1 1 d . . . H18 H 0.8419 -0.0332 0.8873 0.060 Uiso 1 1 calc R . . C19 C 0.8414(6) 0.0951(5) 0.9039(5) 0.0428(18) Uani 1 1 d . . . H19 H 0.9127 0.0634 0.9181 0.051 Uiso 1 1 calc R . . C20 C 0.9060(4) 0.2228(4) 1.0208(4) 0.0238(13) Uani 1 1 d . . . C21 C 0.8958(5) 0.1467(4) 1.0800(4) 0.0292(14) Uani 1 1 d . . . H21 H 0.8567 0.1176 1.0642 0.035 Uiso 1 1 calc R . . C22 C 0.9423(5) 0.1144(5) 1.1607(4) 0.0364(16) Uani 1 1 d . . . H22 H 0.9350 0.0626 1.1998 0.044 Uiso 1 1 calc R . . C23 C 0.9987(5) 0.1548(5) 1.1860(4) 0.0373(16) Uani 1 1 d . . . H23 H 1.0305 0.1317 1.2419 0.045 Uiso 1 1 calc R . . C24 C 1.0086(5) 0.2316(5) 1.1273(4) 0.0378(16) Uani 1 1 d . . . H24 H 1.0466 0.2615 1.1440 0.045 Uiso 1 1 calc R . . C25 C 0.9642(5) 0.2635(5) 1.0465(4) 0.0324(15) Uani 1 1 d . . . H25 H 0.9730 0.3141 1.0072 0.039 Uiso 1 1 calc R . . C26 C 0.6592(4) 0.6624(4) 0.7459(3) 0.0219(12) Uani 1 1 d . . . C27 C 0.6521(4) 0.7278(4) 0.5639(3) 0.0234(13) Uani 1 1 d . . . C28 C 0.7489(5) 0.6760(5) 0.5353(4) 0.0304(14) Uani 1 1 d . . . H28 H 0.7907 0.6046 0.5586 0.036 Uiso 1 1 calc R . . C29 C 0.7842(5) 0.7267(5) 0.4743(4) 0.0374(16) Uani 1 1 d . . . H29 H 0.8491 0.6897 0.4550 0.045 Uiso 1 1 calc R . . C30 C 0.7258(6) 0.8307(5) 0.4412(4) 0.0394(16) Uani 1 1 d . . . H30 H 0.7515 0.8661 0.4010 0.047 Uiso 1 1 calc R . . C31 C 0.6309(5) 0.8827(5) 0.4665(4) 0.0355(16) Uani 1 1 d . . . H31 H 0.5898 0.9539 0.4422 0.043 Uiso 1 1 calc R . . C32 C 0.5942(5) 0.8333(4) 0.5266(4) 0.0309(15) Uani 1 1 d . . . H32 H 0.5280 0.8712 0.5435 0.037 Uiso 1 1 calc R . . C33 C 0.4753(4) 0.7339(5) 0.6364(4) 0.0256(13) Uani 1 1 d . . . C34 C 0.4230(5) 0.8177(5) 0.6735(4) 0.0353(15) Uani 1 1 d . . . H34 H 0.4594 0.8363 0.7075 0.042 Uiso 1 1 calc R . . C35 C 0.3183(5) 0.8733(6) 0.6607(5) 0.0467(19) Uani 1 1 d . . . H35 H 0.2832 0.9312 0.6849 0.056 Uiso 1 1 calc R . . C36 C 0.2648(5) 0.8472(6) 0.6143(5) 0.0479(19) Uani 1 1 d . . . H36 H 0.1926 0.8856 0.6072 0.057 Uiso 1 1 calc R . . C37 C 0.3146(5) 0.7650(6) 0.5774(5) 0.050(2) Uani 1 1 d . . . H37 H 0.2772 0.7469 0.5440 0.060 Uiso 1 1 calc R . . C38 C 0.4213(5) 0.7080(5) 0.5894(4) 0.0348(15) Uani 1 1 d . . . H38 H 0.4561 0.6507 0.5644 0.042 Uiso 1 1 calc R . . C39 C 0.7107(5) 0.8347(4) 0.7125(4) 0.0255(13) Uani 1 1 d . . . C40 C 0.7876(6) 0.8329(5) 0.6644(4) 0.0371(16) Uani 1 1 d . . . H40 H 0.8494 0.7704 0.6691 0.044 Uiso 1 1 calc R . . C41 C 0.7759(7) 0.9203(6) 0.6099(5) 0.052(2) Uani 1 1 d . . . H41 H 0.8299 0.9181 0.5773 0.063 Uiso 1 1 calc R . . C42 C 0.6854(7) 1.0125(5) 0.6016(5) 0.048(2) Uani 1 1 d . . . H42 H 0.6772 1.0733 0.5636 0.057 Uiso 1 1 calc R . . C43 C 0.6083(6) 1.0137(5) 0.6497(5) 0.0430(18) Uani 1 1 d . . . H43 H 0.5463 1.0759 0.6452 0.052 Uiso 1 1 calc R . . C44 C 0.6201(5) 0.9264(4) 0.7037(4) 0.0337(15) Uani 1 1 d . . . H44 H 0.5658 0.9282 0.7358 0.040 Uiso 1 1 calc R . . C45 C 0.6630(5) 0.7646(4) 0.8736(3) 0.0228(12) Uani 1 1 d . . . C46 C 0.6982(6) 0.8164(5) 0.9147(4) 0.0401(17) Uani 1 1 d . . . H46 H 0.7546 0.8249 0.8955 0.048 Uiso 1 1 calc R . . C47 C 0.6519(6) 0.8552(6) 0.9826(5) 0.0479(19) Uani 1 1 d . . . H47 H 0.6759 0.8910 1.0093 0.058 Uiso 1 1 calc R . . C48 C 0.5713(6) 0.8422(5) 1.0115(4) 0.0421(18) Uani 1 1 d . . . H48 H 0.5393 0.8695 1.0580 0.051 Uiso 1 1 calc R . . C49 C 0.5363(5) 0.7893(5) 0.9730(4) 0.0385(16) Uani 1 1 d . . . H49 H 0.4813 0.7792 0.9938 0.046 Uiso 1 1 calc R . . C50 C 0.5817(5) 0.7512(5) 0.9042(4) 0.0316(14) Uani 1 1 d . . . H50 H 0.5571 0.7157 0.8777 0.038 Uiso 1 1 calc R . . C51 C 1.4162(6) 0.3143(6) 0.6790(5) 0.0463(18) Uani 1 1 d . . . H51A H 1.3516 0.3352 0.6461 0.056 Uiso 1 1 calc R . . H51B H 1.4312 0.2536 0.7250 0.056 Uiso 1 1 calc R . . C52 C 1.5010(8) 0.2913(7) 0.6237(6) 0.068(3) Uani 1 1 d . . . H52A H 1.5640 0.2300 0.6529 0.082 Uiso 1 1 calc R . . H52B H 1.4834 0.2780 0.5709 0.082 Uiso 1 1 calc R . . C53 C 1.5154(9) 0.3816(8) 0.6055(7) 0.082(3) Uani 1 1 d . . . H53A H 1.5876 0.3622 0.5974 0.099 Uiso 1 1 calc R . . H53B H 1.4724 0.4312 0.5540 0.099 Uiso 1 1 calc R . . C54 C 1.4850(7) 0.4249(7) 0.6789(6) 0.057(2) Uani 1 1 d . . . H54A H 1.5441 0.3963 0.7212 0.069 Uiso 1 1 calc R . . H54B H 1.4556 0.5006 0.6630 0.069 Uiso 1 1 calc R . . C55 C 1.202(2) 0.362(2) 0.8310(15) 0.053(4) Uani 0.433(17) 1 d P A 1 H55A H 1.1790 0.3636 0.7738 0.064 Uiso 0.433(17) 1 calc PR A 1 H55B H 1.2636 0.2957 0.8531 0.064 Uiso 0.433(17) 1 calc PR A 1 C55A C 1.1521(14) 0.4228(15) 0.8029(11) 0.053(4) Uani 0.567(17) 1 d P A 2 H55C H 1.1855 0.3701 0.7693 0.064 Uiso 0.567(17) 1 calc PR A 2 H55D H 1.0916 0.4822 0.7687 0.064 Uiso 0.567(17) 1 calc PR A 2 C56 C 1.1224(6) 0.3780(6) 0.8867(5) 0.051(2) Uani 1 1 d . . . H56A H 1.1349 0.3114 0.9232 0.061 Uiso 0.433(17) 1 calc PR A 1 H56B H 1.0556 0.4095 0.8535 0.061 Uiso 0.433(17) 1 calc PR A 1 H56C H 1.0543 0.3834 0.8797 0.061 Uiso 0.567(17) 1 calc PR A 2 H56D H 1.1733 0.3054 0.9104 0.061 Uiso 0.567(17) 1 calc PR A 2 C57 C 1.1225(6) 0.4485(6) 0.9400(4) 0.050(2) Uani 1 1 d . A . H57A H 1.0604 0.5163 0.9253 0.060 Uiso 1 1 calc R . . H57B H 1.1269 0.4180 1.0009 0.060 Uiso 1 1 calc R . . C58 C 1.2152(6) 0.4580(6) 0.9186(4) 0.0469(19) Uani 1 1 d . A . H58A H 1.2079 0.5238 0.9270 0.056 Uiso 1 1 calc R . . H58B H 1.2764 0.4005 0.9537 0.056 Uiso 1 1 calc R . . C59 C 1.4308(6) 0.5199(6) 0.8682(6) 0.068(3) Uani 1 1 d . . . H59A H 1.4155 0.4850 0.9207 0.081 Uiso 1 1 calc R . . H59B H 1.4900 0.4678 0.8462 0.081 Uiso 1 1 calc R . . C60 C 1.4524(6) 0.5972(6) 0.8844(6) 0.062(2) Uani 1 1 d . . . H60A H 1.5014 0.6052 0.8459 0.075 Uiso 1 1 calc R . . H60B H 1.4820 0.5785 0.9433 0.075 Uiso 1 1 calc R . . C61 C 1.3520(5) 0.6957(5) 0.8694(5) 0.0397(16) Uani 1 1 d . . . H61A H 1.3599 0.7544 0.8374 0.048 Uiso 1 1 calc R . . H61B H 1.3243 0.7108 0.9235 0.048 Uiso 1 1 calc R . . C62 C 1.2829(5) 0.6743(5) 0.8179(5) 0.0411(17) Uani 1 1 d . . . H62A H 1.2233 0.6800 0.8487 0.049 Uiso 1 1 calc R . . H62B H 1.2580 0.7244 0.7628 0.049 Uiso 1 1 calc R . . C63 C 1.2011(8) 0.5697(9) 0.5693(6) 0.080(3) Uani 1 1 d . . . H63A H 1.2641 0.5666 0.5467 0.096 Uiso 0.324(12) 1 calc PR B 1 H63B H 1.2032 0.5031 0.5707 0.096 Uiso 0.324(12) 1 calc PR B 1 H63C H 1.2605 0.5031 0.5665 0.096 Uiso 0.676(12) 1 calc PR B 2 H63D H 1.2053 0.6255 0.5283 0.096 Uiso 0.676(12) 1 calc PR B 2 C64 C 1.122(2) 0.644(2) 0.5201(17) 0.065(4) Uani 0.324(12) 1 d P B 1 H64A H 1.1013 0.6187 0.4764 0.078 Uiso 0.324(12) 1 calc PR B 1 H64B H 1.1356 0.7004 0.4921 0.078 Uiso 0.324(12) 1 calc PR B 1 C65 C 1.043(3) 0.679(3) 0.577(2) 0.064(4) Uani 0.324(12) 1 d P B 1 H65A H 0.9965 0.7534 0.5575 0.077 Uiso 0.324(12) 1 calc PR B 1 H65B H 1.0033 0.6419 0.5799 0.077 Uiso 0.324(12) 1 calc PR B 1 C64A C 1.1023(10) 0.5693(12) 0.5527(8) 0.065(4) Uani 0.676(12) 1 d P B 2 H64C H 1.0803 0.5926 0.4915 0.078 Uiso 0.676(12) 1 calc PR B 2 H64D H 1.1112 0.4990 0.5725 0.078 Uiso 0.676(12) 1 calc PR B 2 C65A C 1.0267(12) 0.6391(13) 0.5987(10) 0.064(4) Uani 0.676(12) 1 d P B 2 H65C H 0.9890 0.6069 0.6315 0.077 Uiso 0.676(12) 1 calc PR B 2 H65D H 0.9775 0.7040 0.5599 0.077 Uiso 0.676(12) 1 calc PR B 2 C66 C 1.0917(7) 0.6584(9) 0.6575(7) 0.097(4) Uani 1 1 d . . . H66A H 1.0617 0.6281 0.7020 0.116 Uiso 0.324(12) 1 calc PR B 1 H66B H 1.0858 0.7220 0.6700 0.116 Uiso 0.324(12) 1 calc PR B 1 H66C H 1.0801 0.7298 0.6394 0.116 Uiso 0.676(12) 1 calc PR B 2 H66D H 1.0738 0.6475 0.7163 0.116 Uiso 0.676(12) 1 calc PR B 2 Li1 Li 1.2912(9) 0.5012(12) 0.7513(9) 0.056(4) Uani 1 1 d . A . 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 Sm1 0.02528(16) 0.01865(16) 0.02377(18) -0.00501(12) 0.00233(12) -0.00902(13) S1 0.0277(8) 0.0256(8) 0.0248(8) -0.0043(6) 0.0054(6) -0.0119(7) S2 0.0314(9) 0.0205(7) 0.0266(8) -0.0087(6) 0.0084(6) -0.0075(7) S3 0.0325(8) 0.0275(8) 0.0318(9) -0.0137(6) 0.0016(6) -0.0158(7) S4 0.0215(8) 0.0255(8) 0.0388(10) -0.0088(6) -0.0015(6) -0.0101(7) P1 0.0226(8) 0.0189(7) 0.0212(8) -0.0070(6) 0.0051(6) -0.0090(6) P2 0.0247(8) 0.0179(7) 0.0227(8) -0.0069(6) 0.0066(6) -0.0100(6) P3 0.0243(8) 0.0200(7) 0.0228(8) -0.0062(6) 0.0003(6) -0.0112(6) P4 0.0217(8) 0.0223(7) 0.0209(8) -0.0062(6) -0.0006(6) -0.0099(7) O1 0.046(3) 0.055(3) 0.069(4) -0.036(3) 0.031(3) -0.035(3) O2 0.033(3) 0.045(3) 0.052(3) -0.025(2) -0.003(2) -0.010(2) O3 0.046(3) 0.115(5) 0.053(4) -0.049(3) 0.007(3) -0.025(4) O4 0.067(4) 0.087(4) 0.048(3) -0.041(3) 0.027(3) -0.058(4) C1 0.028(3) 0.012(3) 0.038(4) -0.008(2) 0.006(3) -0.003(3) C2 0.023(3) 0.016(3) 0.029(3) -0.004(2) 0.002(2) -0.006(3) C3 0.044(4) 0.064(5) 0.043(4) -0.028(3) 0.013(3) -0.036(4) C4 0.069(6) 0.108(7) 0.051(5) -0.040(5) 0.015(4) -0.066(6) C5 0.068(5) 0.043(4) 0.057(5) -0.027(4) -0.009(4) -0.026(4) C6 0.042(5) 0.063(5) 0.070(6) -0.047(4) 0.000(4) -0.014(4) C7 0.029(4) 0.063(5) 0.073(6) -0.045(4) 0.004(4) -0.011(4) C8 0.024(3) 0.025(3) 0.029(4) -0.015(2) 0.003(2) -0.012(3) C9 0.028(3) 0.037(4) 0.028(4) -0.003(3) 0.003(3) -0.019(3) C10 0.038(4) 0.033(4) 0.037(4) 0.004(3) -0.008(3) -0.019(3) C11 0.019(3) 0.033(3) 0.036(4) -0.009(3) -0.005(3) -0.004(3) C12 0.022(3) 0.044(4) 0.034(4) -0.014(3) 0.006(3) -0.011(3) C13 0.031(3) 0.037(4) 0.023(3) -0.003(3) 0.006(3) -0.019(3) C14 0.036(3) 0.026(3) 0.013(3) -0.007(2) 0.009(2) -0.015(3) C15 0.032(4) 0.038(4) 0.035(4) -0.012(3) 0.004(3) -0.017(3) C16 0.049(5) 0.060(5) 0.041(5) -0.016(3) 0.001(3) -0.036(4) C17 0.067(5) 0.058(5) 0.048(5) -0.030(4) 0.024(4) -0.049(5) C18 0.066(6) 0.044(4) 0.067(6) -0.034(4) 0.030(4) -0.040(4) C19 0.040(4) 0.036(4) 0.062(5) -0.023(3) 0.022(3) -0.022(3) C20 0.028(3) 0.022(3) 0.021(3) -0.006(2) 0.004(2) -0.011(3) C21 0.025(3) 0.027(3) 0.037(4) -0.011(3) 0.006(3) -0.012(3) C22 0.046(4) 0.027(3) 0.027(4) 0.004(3) 0.000(3) -0.015(3) C23 0.032(4) 0.033(4) 0.034(4) -0.006(3) -0.005(3) -0.005(3) C24 0.037(4) 0.046(4) 0.039(4) -0.019(3) 0.001(3) -0.023(3) C25 0.038(4) 0.030(3) 0.030(4) -0.007(3) 0.007(3) -0.017(3) C26 0.022(3) 0.021(3) 0.020(3) -0.002(2) 0.001(2) -0.009(2) C27 0.024(3) 0.031(3) 0.018(3) -0.009(2) -0.004(2) -0.013(3) C28 0.029(3) 0.028(3) 0.031(4) -0.008(3) 0.006(3) -0.010(3) C29 0.033(4) 0.039(4) 0.034(4) -0.013(3) 0.011(3) -0.011(3) C30 0.051(4) 0.050(4) 0.024(4) -0.009(3) 0.011(3) -0.029(4) C31 0.037(4) 0.034(4) 0.028(4) 0.000(3) 0.004(3) -0.014(3) C32 0.022(3) 0.024(3) 0.036(4) -0.009(3) 0.003(3) -0.002(3) C33 0.018(3) 0.037(3) 0.022(3) 0.000(2) 0.002(2) -0.016(3) C34 0.024(3) 0.035(4) 0.035(4) -0.009(3) 0.002(3) -0.005(3) C35 0.033(4) 0.053(5) 0.043(5) -0.013(3) 0.012(3) -0.012(4) C36 0.021(4) 0.055(5) 0.052(5) 0.001(4) -0.001(3) -0.012(4) C37 0.034(4) 0.069(5) 0.046(5) 0.009(4) -0.016(3) -0.032(4) C38 0.036(4) 0.041(4) 0.030(4) -0.004(3) -0.004(3) -0.022(3) C39 0.031(3) 0.028(3) 0.020(3) -0.008(2) 0.001(2) -0.015(3) C40 0.047(4) 0.042(4) 0.030(4) -0.008(3) 0.005(3) -0.028(4) C41 0.076(6) 0.064(5) 0.045(5) -0.014(4) 0.022(4) -0.055(5) C42 0.075(6) 0.031(4) 0.040(4) 0.004(3) -0.011(4) -0.032(4) C43 0.053(5) 0.027(4) 0.046(4) -0.001(3) -0.006(3) -0.019(3) C44 0.036(4) 0.022(3) 0.042(4) -0.002(3) -0.004(3) -0.015(3) C45 0.028(3) 0.019(3) 0.018(3) -0.005(2) -0.002(2) -0.008(3) C46 0.051(4) 0.042(4) 0.041(4) -0.021(3) 0.011(3) -0.029(4) C47 0.071(5) 0.048(4) 0.044(5) -0.026(3) 0.014(4) -0.037(4) C48 0.051(4) 0.034(4) 0.032(4) -0.017(3) 0.010(3) -0.010(3) C49 0.028(4) 0.045(4) 0.038(4) -0.013(3) 0.012(3) -0.013(3) C50 0.028(3) 0.029(3) 0.039(4) -0.014(3) 0.001(3) -0.012(3) C51 0.060(5) 0.042(4) 0.050(5) -0.014(3) 0.007(4) -0.034(4) C52 0.095(7) 0.062(5) 0.080(7) -0.045(5) 0.049(6) -0.052(6) C53 0.111(9) 0.106(8) 0.089(8) -0.066(6) 0.062(6) -0.083(8) C54 0.070(6) 0.072(6) 0.069(6) -0.041(4) 0.035(4) -0.057(5) C55 0.061(11) 0.070(11) 0.050(10) -0.025(8) 0.006(7) -0.046(9) C55A 0.061(11) 0.070(11) 0.050(10) -0.025(8) 0.006(7) -0.046(9) C56 0.048(5) 0.054(5) 0.062(5) -0.008(4) -0.003(4) -0.035(4) C57 0.049(5) 0.070(5) 0.020(4) 0.004(3) -0.002(3) -0.025(4) C58 0.048(5) 0.049(4) 0.043(5) -0.016(3) -0.005(3) -0.021(4) C59 0.046(5) 0.054(5) 0.082(7) -0.024(4) -0.032(4) -0.003(4) C60 0.037(5) 0.057(5) 0.087(7) -0.026(4) -0.018(4) -0.014(4) C61 0.042(4) 0.042(4) 0.040(4) -0.010(3) 0.004(3) -0.024(4) C62 0.043(4) 0.035(4) 0.044(4) -0.007(3) -0.004(3) -0.018(3) C63 0.081(7) 0.110(8) 0.054(6) -0.030(5) 0.013(5) -0.044(7) C64 0.067(8) 0.090(10) 0.043(7) -0.028(6) -0.001(6) -0.037(8) C65 0.047(7) 0.072(12) 0.069(11) -0.004(8) -0.004(7) -0.029(7) C64A 0.067(8) 0.090(10) 0.043(7) -0.028(6) -0.001(6) -0.037(8) C65A 0.047(7) 0.072(12) 0.069(11) -0.004(8) -0.004(7) -0.029(7) C66 0.057(6) 0.111(9) 0.079(8) -0.046(6) -0.009(5) 0.004(6) Li1 0.030(7) 0.078(9) 0.078(10) -0.061(8) 0.027(6) -0.024(7) _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 Sm1 C1 2.491(5) . ? Sm1 C26 2.507(5) . ? Sm1 S2 2.8157(16) . ? Sm1 S4 2.8244(15) . ? Sm1 S3 2.8513(16) . ? Sm1 S1 2.8582(16) . ? Sm1 P4 3.1835(16) . ? Sm1 P3 3.1986(15) . ? Sm1 P1 3.2050(15) . ? Sm1 P2 3.2254(16) . ? S1 P1 2.042(2) . ? S2 P2 2.034(2) . ? S3 P4 2.038(2) . ? S4 P3 2.037(2) . ? P1 C1 1.660(6) . ? P1 C8 1.827(6) . ? P1 C2 1.841(6) . ? P2 C1 1.635(6) . ? P2 C14 1.814(6) . ? P2 C20 1.838(6) . ? P3 C26 1.669(6) . ? P3 C45 1.815(6) . ? P3 C39 1.840(6) . ? P4 C26 1.652(6) . ? P4 C27 1.800(6) . ? P4 C33 1.835(6) . ? O1 C51 1.427(8) . ? O1 C54 1.439(9) . ? O1 Li1 1.944(12) . ? O2 C62 1.435(8) . ? O2 C59 1.460(8) . ? O2 Li1 1.929(13) . ? O3 C63 1.413(10) . ? O3 C66 1.437(10) . ? O3 Li1 1.946(16) . ? O4 C55A 1.446(15) . ? O4 C58 1.458(8) . ? O4 C55 1.56(2) . ? O4 Li1 1.864(15) . ? C2 C7 1.375(9) . ? C2 C3 1.379(10) . ? C3 C4 1.372(9) . ? C4 C5 1.387(11) . ? C5 C6 1.374(12) . ? C6 C7 1.380(10) . ? C8 C13 1.389(8) . ? C8 C9 1.393(9) . ? C9 C10 1.376(9) . ? C10 C11 1.384(9) . ? C11 C12 1.367(9) . ? C12 C13 1.384(9) . ? C14 C15 1.379(9) . ? C14 C19 1.419(9) . ? C15 C16 1.402(9) . ? C16 C17 1.371(10) . ? C17 C18 1.394(11) . ? C18 C19 1.367(9) . ? C20 C25 1.393(8) . ? C20 C21 1.406(8) . ? C21 C22 1.375(9) . ? C22 C23 1.367(9) . ? C23 C24 1.407(10) . ? C24 C25 1.367(9) . ? C27 C32 1.407(8) . ? C27 C28 1.407(8) . ? C28 C29 1.379(9) . ? C29 C30 1.378(9) . ? C30 C31 1.364(9) . ? C31 C32 1.372(9) . ? C33 C38 1.358(8) . ? C33 C34 1.398(9) . ? C34 C35 1.377(9) . ? C35 C36 1.348(11) . ? C36 C37 1.374(11) . ? C37 C38 1.404(10) . ? C39 C40 1.373(9) . ? C39 C44 1.390(8) . ? C40 C41 1.366(10) . ? C41 C42 1.394(11) . ? C42 C43 1.378(11) . ? C43 C44 1.360(9) . ? C45 C50 1.393(9) . ? C45 C46 1.402(8) . ? C46 C47 1.379(10) . ? C47 C48 1.370(10) . ? C48 C49 1.391(10) . ? C49 C50 1.384(8) . ? C51 C52 1.487(11) . ? C52 C53 1.454(12) . ? C53 C54 1.445(11) . ? C55 C56 1.44(2) . ? C55A C56 1.547(19) . ? C56 C57 1.512(11) . ? C57 C58 1.489(11) . ? C59 C60 1.427(11) . ? C60 C61 1.511(10) . ? C61 C62 1.531(9) . ? C63 C64 1.31(3) . ? C63 C64A 1.511(16) . ? C64 C65 1.45(5) . ? C65 C66 1.41(4) . ? C64A C65A 1.46(2) . ? C65A C66 1.539(18) . ? 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 Sm1 C26 160.4(2) . . ? C1 Sm1 S2 68.32(15) . . ? C26 Sm1 S2 92.61(13) . . ? C1 Sm1 S4 118.58(15) . . ? C26 Sm1 S4 69.92(13) . . ? S2 Sm1 S4 105.88(5) . . ? C1 Sm1 S3 110.36(15) . . ? C26 Sm1 S3 68.58(13) . . ? S2 Sm1 S3 104.16(5) . . ? S4 Sm1 S3 129.11(5) . . ? C1 Sm1 S1 68.93(15) . . ? C26 Sm1 S1 130.14(13) . . ? S2 Sm1 S1 137.21(4) . . ? S4 Sm1 S1 92.69(5) . . ? S3 Sm1 S1 92.18(5) . . ? C1 Sm1 P4 148.46(15) . . ? C26 Sm1 P4 30.95(13) . . ? S2 Sm1 P4 106.46(5) . . ? S4 Sm1 P4 92.92(4) . . ? S3 Sm1 P4 38.99(4) . . ? S1 Sm1 P4 110.76(4) . . ? C1 Sm1 P3 151.85(14) . . ? C26 Sm1 P3 31.11(13) . . ? S2 Sm1 P3 98.54(4) . . ? S4 Sm1 P3 38.91(4) . . ? S3 Sm1 P3 96.78(4) . . ? S1 Sm1 P3 118.76(4) . . ? P4 Sm1 P3 57.81(4) . . ? C1 Sm1 P1 30.76(14) . . ? C26 Sm1 P1 165.50(13) . . ? S2 Sm1 P1 98.81(4) . . ? S4 Sm1 P1 114.85(4) . . ? S3 Sm1 P1 99.76(4) . . ? S1 Sm1 P1 38.83(4) . . ? P4 Sm1 P1 135.43(4) . . ? P3 Sm1 P1 152.25(4) . . ? C1 Sm1 P2 29.86(15) . . ? C26 Sm1 P2 130.69(13) . . ? S2 Sm1 P2 38.61(4) . . ? S4 Sm1 P2 120.16(4) . . ? S3 Sm1 P2 109.00(4) . . ? S1 Sm1 P2 98.75(4) . . ? P4 Sm1 P2 134.50(4) . . ? P3 Sm1 P2 133.46(4) . . ? P1 Sm1 P2 60.21(4) . . ? P1 S1 Sm1 79.80(6) . . ? P2 S2 Sm1 81.65(6) . . ? P4 S3 Sm1 79.34(6) . . ? P3 S4 Sm1 80.52(6) . . ? C1 P1 C8 115.6(3) . . ? C1 P1 C2 114.9(3) . . ? C8 P1 C2 101.5(3) . . ? C1 P1 S1 110.1(2) . . ? C8 P1 S1 107.8(2) . . ? C2 P1 S1 106.16(19) . . ? C1 P1 Sm1 50.12(19) . . ? C8 P1 Sm1 141.04(18) . . ? C2 P1 Sm1 117.38(18) . . ? S1 P1 Sm1 61.37(6) . . ? C1 P2 C14 114.4(3) . . ? C1 P2 C20 114.7(3) . . ? C14 P2 C20 104.9(3) . . ? C1 P2 S2 108.8(2) . . ? C14 P2 S2 108.0(2) . . ? C20 P2 S2 105.54(19) . . ? C1 P2 Sm1 49.34(19) . . ? C14 P2 Sm1 123.74(19) . . ? C20 P2 Sm1 131.33(19) . . ? S2 P2 Sm1 59.74(6) . . ? C26 P3 C45 110.1(3) . . ? C26 P3 C39 117.5(3) . . ? C45 P3 C39 101.3(3) . . ? C26 P3 S4 111.3(2) . . ? C45 P3 S4 107.8(2) . . ? C39 P3 S4 108.2(2) . . ? C26 P3 Sm1 50.91(19) . . ? C45 P3 Sm1 121.04(19) . . ? C39 P3 Sm1 137.68(19) . . ? S4 P3 Sm1 60.57(6) . . ? C26 P4 C27 114.6(3) . . ? C26 P4 C33 113.1(3) . . ? C27 P4 C33 103.1(3) . . ? C26 P4 S3 110.1(2) . . ? C27 P4 S3 107.04(19) . . ? C33 P4 S3 108.6(2) . . ? C26 P4 Sm1 51.29(19) . . ? C27 P4 Sm1 113.13(19) . . ? C33 P4 Sm1 143.82(19) . . ? S3 P4 Sm1 61.67(6) . . ? C51 O1 C54 109.9(5) . . ? C51 O1 Li1 127.6(6) . . ? C54 O1 Li1 117.2(6) . . ? C62 O2 C59 107.0(5) . . ? C62 O2 Li1 124.9(6) . . ? C59 O2 Li1 124.0(6) . . ? C63 O3 C66 106.1(7) . . ? C63 O3 Li1 128.5(7) . . ? C66 O3 Li1 122.4(6) . . ? C55A O4 C58 110.4(8) . . ? C55A O4 C55 34.3(9) . . ? C58 O4 C55 99.9(10) . . ? C55A O4 Li1 120.6(8) . . ? C58 O4 Li1 128.3(6) . . ? C55 O4 Li1 126.7(10) . . ? P2 C1 P1 156.4(4) . . ? P2 C1 Sm1 100.8(3) . . ? P1 C1 Sm1 99.1(3) . . ? C7 C2 C3 118.2(6) . . ? C7 C2 P1 122.0(5) . . ? C3 C2 P1 119.6(5) . . ? C4 C3 C2 121.7(7) . . ? C3 C4 C5 119.0(7) . . ? C6 C5 C4 120.1(7) . . ? C5 C6 C7 119.6(7) . . ? C2 C7 C6 121.2(7) . . ? C13 C8 C9 117.9(6) . . ? C13 C8 P1 122.2(5) . . ? C9 C8 P1 119.8(5) . . ? C10 C9 C8 120.3(6) . . ? C9 C10 C11 121.1(6) . . ? C12 C11 C10 119.1(6) . . ? C11 C12 C13 120.3(6) . . ? C12 C13 C8 121.2(6) . . ? C15 C14 C19 117.7(6) . . ? C15 C14 P2 121.2(5) . . ? C19 C14 P2 120.9(5) . . ? C14 C15 C16 120.9(6) . . ? C17 C16 C15 120.5(7) . . ? C16 C17 C18 119.4(7) . . ? C19 C18 C17 120.4(7) . . ? C18 C19 C14 121.1(7) . . ? C25 C20 C21 118.1(5) . . ? C25 C20 P2 118.2(4) . . ? C21 C20 P2 123.4(4) . . ? C22 C21 C20 120.2(6) . . ? C23 C22 C21 121.6(6) . . ? C22 C23 C24 118.5(6) . . ? C25 C24 C23 120.6(6) . . ? C24 C25 C20 121.0(6) . . ? P4 C26 P3 136.5(4) . . ? P4 C26 Sm1 97.8(2) . . ? P3 C26 Sm1 98.0(2) . . ? C32 C27 C28 116.3(6) . . ? C32 C27 P4 122.9(4) . . ? C28 C27 P4 120.2(4) . . ? C29 C28 C27 121.3(6) . . ? C30 C29 C28 120.2(6) . . ? C31 C30 C29 119.7(7) . . ? C30 C31 C32 120.8(6) . . ? C31 C32 C27 121.5(6) . . ? C38 C33 C34 119.0(6) . . ? C38 C33 P4 122.8(5) . . ? C34 C33 P4 118.2(5) . . ? C35 C34 C33 119.7(7) . . ? C36 C35 C34 121.3(7) . . ? C35 C36 C37 120.1(7) . . ? C36 C37 C38 119.3(7) . . ? C33 C38 C37 120.7(7) . . ? C40 C39 C44 118.8(6) . . ? C40 C39 P3 122.1(5) . . ? C44 C39 P3 118.8(5) . . ? C41 C40 C39 120.5(7) . . ? C40 C41 C42 120.6(7) . . ? C43 C42 C41 118.5(6) . . ? C44 C43 C42 120.6(7) . . ? C43 C44 C39 120.8(7) . . ? C50 C45 C46 118.4(6) . . ? C50 C45 P3 120.1(4) . . ? C46 C45 P3 121.5(5) . . ? C47 C46 C45 120.8(7) . . ? C48 C47 C46 120.2(7) . . ? C47 C48 C49 120.2(6) . . ? C50 C49 C48 119.9(6) . . ? C49 C50 C45 120.6(6) . . ? O1 C51 C52 104.6(6) . . ? C53 C52 C51 106.2(6) . . ? C54 C53 C52 104.5(7) . . ? O1 C54 C53 105.6(6) . . ? C56 C55 O4 103.6(15) . . ? O4 C55A C56 103.8(10) . . ? C55 C56 C57 107.8(10) . . ? C55 C56 C55A 34.5(10) . . ? C57 C56 C55A 100.0(8) . . ? C58 C57 C56 103.5(6) . . ? O4 C58 C57 104.1(6) . . ? C60 C59 O2 106.8(7) . . ? C59 C60 C61 106.4(6) . . ? C60 C61 C62 104.0(6) . . ? O2 C62 C61 107.1(5) . . ? C64 C63 O3 110.1(14) . . ? C64 C63 C64A 54.6(15) . . ? O3 C63 C64A 103.1(8) . . ? C63 C64 C65 104(2) . . ? C66 C65 C64 108(3) . . ? C65A C64A C63 107.2(11) . . ? C64A C65A C66 103.0(11) . . ? C65 C66 O3 104.1(17) . . ? C65 C66 C65A 30.0(13) . . ? O3 C66 C65A 106.6(9) . . ? O4 Li1 O2 107.1(6) . . ? O4 Li1 O1 116.5(8) . . ? O2 Li1 O1 105.1(6) . . ? O4 Li1 O3 107.4(6) . . ? O2 Li1 O3 114.6(8) . . ? O1 Li1 O3 106.3(6) . . ? _diffrn_measured_fraction_theta_max .944 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full .944 _refine_diff_density_max 1.275 _refine_diff_density_min -.995 _refine_diff_density_rms .187 #END=== data_smcarbbenzo _database_code_depnum_ccdc_archive 'CCDC 275472' #compound 4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H30 P2 S2' _chemical_formula_weight 612.68 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' 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 'P21/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7650(10) _cell_length_b 18.7960(10) _cell_length_c 19.3020(10) _cell_angle_alpha 90.00 _cell_angle_beta 100.167(2) _cell_angle_gamma 90.00 _cell_volume 3130.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 0.299 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9537 _exptl_absorpt_correction_T_max 0.9852 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11978 _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_sigmaI/netI 0.0857 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7149 _reflns_number_gt 4539 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0329P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0019(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7149 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0857 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.0929 _refine_ls_wR_factor_gt 0.0810 _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_restrained_S_all 0.973 _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 0.62186(6) 0.42755(3) 0.36119(3) 0.03171(15) Uani 1 1 d . . . S2 S 0.23352(6) 0.17470(3) 0.39372(3) 0.03251(15) Uani 1 1 d . . . P1 P 0.44117(6) 0.36693(3) 0.33144(3) 0.02427(14) Uani 1 1 d . . . P2 P 0.44239(6) 0.21528(3) 0.40539(3) 0.02457(14) Uani 1 1 d . . . C1 C 0.4794(2) 0.27040(10) 0.33158(10) 0.0224(4) Uani 1 1 d . . . C2 C 0.5305(2) 0.23979(11) 0.27557(10) 0.0250(5) Uani 1 1 d . . . C3 C 0.5855(2) 0.28036(10) 0.21789(10) 0.0247(5) Uani 1 1 d . . . C4 C 0.5133(2) 0.26849(11) 0.14843(10) 0.0278(5) Uani 1 1 d . . . H4 H 0.4285 0.2364 0.1387 0.033 Uiso 1 1 calc R . . C5 C 0.5641(2) 0.30306(11) 0.09386(11) 0.0343(5) Uani 1 1 d . . . H5 H 0.5128 0.2957 0.0468 0.041 Uiso 1 1 calc R . . C6 C 0.6904(2) 0.34862(11) 0.10764(12) 0.0359(5) Uani 1 1 d . . . H6 H 0.7250 0.3728 0.0700 0.043 Uiso 1 1 calc R . . C7 C 0.7653(2) 0.35885(12) 0.17557(12) 0.0353(5) Uani 1 1 d . . . H7 H 0.8530 0.3893 0.1848 0.042 Uiso 1 1 calc R . . C8 C 0.7134(2) 0.32486(11) 0.23072(11) 0.0300(5) Uani 1 1 d . . . H8 H 0.7659 0.3321 0.2776 0.036 Uiso 1 1 calc R . . C9 C 0.5304(2) 0.16162(11) 0.26078(10) 0.0285(5) Uani 1 1 d . . . C10 C 0.3928(3) 0.12412(12) 0.24685(10) 0.0344(5) Uani 1 1 d . . . H10 H 0.2988 0.1464 0.2530 0.041 Uiso 1 1 calc R . . C11 C 0.3912(3) 0.05385(13) 0.22391(12) 0.0484(7) Uani 1 1 d . . . H11 H 0.2960 0.0286 0.2136 0.058 Uiso 1 1 calc R . . C12 C 0.5270(4) 0.02094(13) 0.21608(12) 0.0565(8) Uani 1 1 d . . . H12 H 0.5259 -0.0272 0.2009 0.068 Uiso 1 1 calc R . . C13 C 0.6653(3) 0.05798(14) 0.23028(12) 0.0537(7) Uani 1 1 d . . . H13 H 0.7595 0.0350 0.2257 0.064 Uiso 1 1 calc R . . C14 C 0.6670(3) 0.12809(12) 0.25104(11) 0.0384(6) Uani 1 1 d . . . H14 H 0.7618 0.1538 0.2588 0.046 Uiso 1 1 calc R . . C15 C 0.3432(2) 0.38409(11) 0.24177(10) 0.0255(5) Uani 1 1 d . . . C16 C 0.2262(2) 0.33954(12) 0.20807(11) 0.0305(5) Uani 1 1 d . . . H16 H 0.1955 0.2993 0.2321 0.037 Uiso 1 1 calc R . . C17 C 0.1547(2) 0.35366(13) 0.13981(11) 0.0365(6) Uani 1 1 d . . . H17 H 0.0753 0.3230 0.1169 0.044 Uiso 1 1 calc R . . C18 C 0.1982(2) 0.41208(14) 0.10481(11) 0.0403(6) Uani 1 1 d . . . H18 H 0.1489 0.4215 0.0578 0.048 Uiso 1 1 calc R . . C19 C 0.3127(2) 0.45689(13) 0.13770(11) 0.0392(6) Uani 1 1 d . . . H19 H 0.3417 0.4974 0.1136 0.047 Uiso 1 1 calc R . . C20 C 0.3861(2) 0.44270(11) 0.20632(11) 0.0316(5) Uani 1 1 d . . . H20 H 0.4658 0.4734 0.2289 0.038 Uiso 1 1 calc R . . C21 C 0.2924(2) 0.38325(10) 0.38508(10) 0.0257(5) Uani 1 1 d . . . C22 C 0.3226(2) 0.43347(11) 0.43881(11) 0.0316(5) Uani 1 1 d . . . H22 H 0.4196 0.4574 0.4474 0.038 Uiso 1 1 calc R . . C23 C 0.2120(3) 0.44875(12) 0.47974(12) 0.0404(6) Uani 1 1 d . . . H23 H 0.2333 0.4831 0.5162 0.048 Uiso 1 1 calc R . . C24 C 0.0709(2) 0.41420(13) 0.46769(12) 0.0410(6) Uani 1 1 d . . . H24 H -0.0040 0.4240 0.4965 0.049 Uiso 1 1 calc R . . C25 C 0.0389(2) 0.36539(12) 0.41380(12) 0.0354(5) Uani 1 1 d . . . H25 H -0.0590 0.3423 0.4051 0.042 Uiso 1 1 calc R . . C26 C 0.1477(2) 0.34979(11) 0.37233(11) 0.0297(5) Uani 1 1 d . . . H26 H 0.1243 0.3163 0.3351 0.036 Uiso 1 1 calc R . . C27 C 0.4865(2) 0.27129(10) 0.48350(10) 0.0250(5) Uani 1 1 d . . . C28 C 0.6257(2) 0.30867(11) 0.50165(11) 0.0311(5) Uani 1 1 d . . . H28 H 0.7023 0.3057 0.4726 0.037 Uiso 1 1 calc R . . C29 C 0.6520(3) 0.34991(12) 0.56181(12) 0.0377(6) Uani 1 1 d . . . H29 H 0.7466 0.3753 0.5739 0.045 Uiso 1 1 calc R . . C30 C 0.5411(3) 0.35445(12) 0.60463(12) 0.0425(6) Uani 1 1 d . . . H30 H 0.5596 0.3831 0.6458 0.051 Uiso 1 1 calc R . . C31 C 0.4040(3) 0.31745(12) 0.58753(11) 0.0383(6) Uani 1 1 d . . . H31 H 0.3284 0.3200 0.6172 0.046 Uiso 1 1 calc R . . C32 C 0.3769(2) 0.27675(11) 0.52720(11) 0.0320(5) Uani 1 1 d . . . H32 H 0.2814 0.2520 0.5153 0.038 Uiso 1 1 calc R . . C33 C 0.5913(2) 0.14628(11) 0.41656(10) 0.0246(5) Uani 1 1 d . . . C34 C 0.5456(2) 0.07571(11) 0.41558(10) 0.0279(5) Uani 1 1 d . . . H34 H 0.4384 0.0644 0.4095 0.033 Uiso 1 1 calc R . . C35 C 0.6539(2) 0.02147(12) 0.42330(11) 0.0330(5) Uani 1 1 d . . . H35 H 0.6209 -0.0267 0.4227 0.040 Uiso 1 1 calc R . . C36 C 0.8097(2) 0.03730(12) 0.43186(11) 0.0345(5) Uani 1 1 d . . . H36 H 0.8841 0.0001 0.4369 0.041 Uiso 1 1 calc R . . C37 C 0.8572(2) 0.10749(12) 0.43313(11) 0.0346(5) Uani 1 1 d . . . H37 H 0.9646 0.1184 0.4395 0.042 Uiso 1 1 calc R . . C38 C 0.7493(2) 0.16177(11) 0.42512(11) 0.0305(5) Uani 1 1 d . . . H38 H 0.7827 0.2099 0.4254 0.037 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 0.0316(3) 0.0313(3) 0.0320(3) -0.0037(3) 0.0050(2) -0.0077(2) S2 0.0263(3) 0.0318(3) 0.0404(3) 0.0002(3) 0.0087(2) -0.0038(2) P1 0.0256(3) 0.0233(3) 0.0241(3) 0.0000(2) 0.0047(2) -0.0007(2) P2 0.0254(3) 0.0240(3) 0.0250(3) 0.0008(2) 0.0063(2) -0.0010(2) C1 0.0213(10) 0.0203(11) 0.0258(11) 0.0011(9) 0.0043(8) -0.0020(8) C2 0.0238(10) 0.0259(12) 0.0246(11) -0.0001(9) 0.0019(8) 0.0000(9) C3 0.0276(11) 0.0210(11) 0.0269(11) -0.0017(9) 0.0087(9) 0.0027(9) C4 0.0292(11) 0.0280(12) 0.0276(12) -0.0006(10) 0.0087(9) -0.0004(9) C5 0.0424(13) 0.0339(13) 0.0276(12) -0.0001(10) 0.0090(10) 0.0050(11) C6 0.0490(14) 0.0288(13) 0.0343(13) 0.0036(10) 0.0196(11) 0.0004(11) C7 0.0368(12) 0.0320(13) 0.0415(14) -0.0062(11) 0.0192(11) -0.0076(10) C8 0.0290(11) 0.0324(13) 0.0295(12) -0.0035(10) 0.0077(9) -0.0002(10) C9 0.0381(12) 0.0275(12) 0.0214(11) -0.0005(9) 0.0089(9) 0.0018(10) C10 0.0464(13) 0.0306(13) 0.0259(12) -0.0010(10) 0.0054(10) -0.0065(11) C11 0.0773(19) 0.0311(14) 0.0345(14) -0.0024(11) 0.0034(13) -0.0118(14) C12 0.104(2) 0.0242(14) 0.0378(15) -0.0086(12) 0.0034(15) 0.0032(16) C13 0.0804(19) 0.0412(17) 0.0405(15) -0.0066(13) 0.0130(14) 0.0205(15) C14 0.0472(13) 0.0345(14) 0.0344(13) -0.0020(11) 0.0093(11) 0.0070(11) C15 0.0241(10) 0.0270(12) 0.0258(11) -0.0026(10) 0.0051(9) 0.0034(9) C16 0.0295(11) 0.0345(13) 0.0279(12) -0.0014(10) 0.0062(9) 0.0016(10) C17 0.0265(11) 0.0485(16) 0.0331(13) -0.0093(12) 0.0015(10) 0.0055(11) C18 0.0372(13) 0.0570(17) 0.0258(12) 0.0050(12) 0.0032(10) 0.0169(13) C19 0.0457(13) 0.0405(14) 0.0339(13) 0.0100(11) 0.0137(11) 0.0082(12) C20 0.0349(12) 0.0295(13) 0.0304(12) 0.0018(10) 0.0061(10) 0.0037(10) C21 0.0276(10) 0.0224(11) 0.0268(11) 0.0020(9) 0.0041(9) 0.0045(9) C22 0.0336(11) 0.0288(13) 0.0316(12) -0.0002(10) 0.0040(10) 0.0040(10) C23 0.0489(14) 0.0374(14) 0.0367(14) -0.0076(11) 0.0128(11) 0.0080(12) C24 0.0413(13) 0.0445(15) 0.0416(14) 0.0012(12) 0.0192(11) 0.0126(12) C25 0.0294(11) 0.0377(14) 0.0399(14) 0.0071(12) 0.0083(10) 0.0070(10) C26 0.0296(11) 0.0285(12) 0.0307(12) 0.0003(10) 0.0050(9) 0.0028(10) C27 0.0298(11) 0.0239(11) 0.0216(11) 0.0036(9) 0.0053(9) 0.0043(9) C28 0.0333(11) 0.0304(13) 0.0294(12) 0.0005(10) 0.0050(9) 0.0039(10) C29 0.0390(12) 0.0365(14) 0.0348(13) -0.0055(11) -0.0013(11) 0.0015(11) C30 0.0565(15) 0.0420(15) 0.0271(13) -0.0098(11) 0.0024(11) 0.0087(13) C31 0.0446(13) 0.0430(15) 0.0296(13) -0.0012(11) 0.0132(10) 0.0094(12) C32 0.0369(12) 0.0317(13) 0.0285(12) 0.0036(10) 0.0085(10) 0.0042(10) C33 0.0256(10) 0.0273(12) 0.0214(11) 0.0005(9) 0.0060(8) 0.0003(9) C34 0.0266(10) 0.0302(12) 0.0271(11) -0.0020(10) 0.0054(9) -0.0024(10) C35 0.0353(12) 0.0257(12) 0.0390(13) -0.0029(10) 0.0092(10) 0.0003(10) C36 0.0319(11) 0.0328(13) 0.0387(13) -0.0030(11) 0.0060(10) 0.0080(10) C37 0.0264(11) 0.0391(14) 0.0387(13) -0.0054(11) 0.0064(10) 0.0007(10) C38 0.0302(11) 0.0271(12) 0.0351(13) -0.0017(10) 0.0083(9) -0.0031(10) _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 1.9532(7) . ? S2 P2 1.9593(7) . ? P1 C15 1.8201(19) . ? P1 C21 1.828(2) . ? P1 C1 1.845(2) . ? P2 C27 1.823(2) . ? P2 C33 1.826(2) . ? P2 C1 1.836(2) . ? C1 C2 1.368(3) . ? C2 C9 1.497(3) . ? C2 C3 1.497(3) . ? C3 C8 1.386(3) . ? C3 C4 1.396(3) . ? C4 C5 1.377(3) . ? C5 C6 1.387(3) . ? C6 C7 1.372(3) . ? C7 C8 1.385(3) . ? C9 C10 1.382(3) . ? C9 C14 1.395(3) . ? C10 C11 1.392(3) . ? C11 C12 1.373(3) . ? C12 C13 1.383(3) . ? C13 C14 1.377(3) . ? C15 C20 1.384(3) . ? C15 C16 1.393(3) . ? C16 C17 1.381(3) . ? C17 C18 1.378(3) . ? C18 C19 1.377(3) . ? C19 C20 1.392(3) . ? C21 C22 1.393(3) . ? C21 C26 1.398(3) . ? C22 C23 1.384(3) . ? C23 C24 1.380(3) . ? C24 C25 1.378(3) . ? C25 C26 1.381(3) . ? C27 C32 1.390(3) . ? C27 C28 1.398(3) . ? C28 C29 1.381(3) . ? C29 C30 1.385(3) . ? C30 C31 1.377(3) . ? C31 C32 1.378(3) . ? C33 C34 1.385(3) . ? C33 C38 1.396(3) . ? C34 C35 1.383(3) . ? C35 C36 1.379(3) . ? C36 C37 1.382(3) . ? C37 C38 1.381(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C15 P1 C21 104.16(9) . . ? C15 P1 C1 103.34(9) . . ? C21 P1 C1 108.17(9) . . ? C15 P1 S1 113.47(7) . . ? C21 P1 S1 110.98(7) . . ? C1 P1 S1 115.81(6) . . ? C27 P2 C33 105.64(9) . . ? C27 P2 C1 105.96(9) . . ? C33 P2 C1 105.77(9) . . ? C27 P2 S2 112.17(7) . . ? C33 P2 S2 111.79(7) . . ? C1 P2 S2 114.84(6) . . ? C2 C1 P2 120.22(15) . . ? C2 C1 P1 119.82(15) . . ? P2 C1 P1 119.93(11) . . ? C1 C2 C9 125.04(18) . . ? C1 C2 C3 124.52(18) . . ? C9 C2 C3 110.34(17) . . ? C8 C3 C4 118.91(18) . . ? C8 C3 C2 122.07(17) . . ? C4 C3 C2 118.81(17) . . ? C5 C4 C3 120.41(19) . . ? C4 C5 C6 120.0(2) . . ? C7 C6 C5 120.0(2) . . ? C6 C7 C8 120.20(19) . . ? C7 C8 C3 120.40(19) . . ? C10 C9 C14 119.0(2) . . ? C10 C9 C2 120.61(18) . . ? C14 C9 C2 119.82(19) . . ? C9 C10 C11 120.3(2) . . ? C12 C11 C10 120.2(2) . . ? C11 C12 C13 119.9(2) . . ? C14 C13 C12 120.2(2) . . ? C13 C14 C9 120.4(2) . . ? C20 C15 C16 119.33(19) . . ? C20 C15 P1 119.18(15) . . ? C16 C15 P1 121.50(16) . . ? C17 C16 C15 120.2(2) . . ? C18 C17 C16 120.2(2) . . ? C19 C18 C17 120.3(2) . . ? C18 C19 C20 119.9(2) . . ? C15 C20 C19 120.2(2) . . ? C22 C21 C26 118.89(19) . . ? C22 C21 P1 118.34(15) . . ? C26 C21 P1 122.70(15) . . ? C23 C22 C21 120.4(2) . . ? C24 C23 C22 120.2(2) . . ? C25 C24 C23 119.8(2) . . ? C24 C25 C26 120.6(2) . . ? C25 C26 C21 120.0(2) . . ? C32 C27 C28 118.49(19) . . ? C32 C27 P2 118.43(15) . . ? C28 C27 P2 123.08(15) . . ? C29 C28 C27 120.1(2) . . ? C28 C29 C30 120.4(2) . . ? C31 C30 C29 120.0(2) . . ? C30 C31 C32 119.7(2) . . ? C31 C32 C27 121.3(2) . . ? C34 C33 C38 118.69(18) . . ? C34 C33 P2 118.66(14) . . ? C38 C33 P2 122.64(16) . . ? C35 C34 C33 120.89(18) . . ? C36 C35 C34 120.0(2) . . ? C35 C36 C37 119.8(2) . . ? C38 C37 C36 120.29(19) . . ? C37 C38 C33 120.3(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.296 _refine_diff_density_min -0.322 _refine_diff_density_rms 0.057 #END=== data_smbenzocarb _database_code_depnum_ccdc_archive 'CCDC 275473' # compound 6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C80 H68 Li O3 P4 S4 Sm' _chemical_formula_weight 1486.80 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' Sm Sm -0.1638 3.4418 '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 20.1140(10) _cell_length_b 11.6210(10) _cell_length_c 29.9670(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.1840(10) _cell_angle_gamma 90.00 _cell_volume 6654.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3044 _exptl_absorpt_coefficient_mu 1.156 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8189 _exptl_absorpt_correction_T_max 0.9132 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25884 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7570 _reflns_number_gt 6745 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0452P)^2^+25.4679P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00053(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7570 _refine_ls_number_parameters 422 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.1115 _refine_ls_wR_factor_gt 0.1085 _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_restrained_S_all 1.153 _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 Sm1 Sm 0.0000 0.62832(2) 0.2500 0.02309(10) Uani 1 2 d S . . S1 S -0.11760(5) 0.69633(8) 0.17357(3) 0.0288(2) Uani 1 1 d . . . S2 S 0.08190(5) 0.76512(8) 0.20765(3) 0.0278(2) Uani 1 1 d . . . P1 P -0.07744(5) 0.66263(8) 0.12060(3) 0.02339(19) Uani 1 1 d . . . P2 P 0.07571(5) 0.65295(8) 0.15493(3) 0.02282(19) Uani 1 1 d . . . O1 O 0.01413(13) 0.4769(2) 0.20773(8) 0.0244(5) Uani 1 1 d . . . O2 O 0.0000 0.2018(3) 0.2500 0.0412(10) Uani 1 2 d S . . C1 C -0.00307(18) 0.5745(3) 0.13290(12) 0.0244(7) Uani 1 1 d . . . C2 C -0.00429(18) 0.4583(3) 0.15860(12) 0.0240(7) Uani 1 1 d . . . C3 C -0.14850(19) 0.6090(3) 0.07079(12) 0.0277(7) Uani 1 1 d . . . C4 C -0.1349(2) 0.5525(4) 0.03346(14) 0.0370(9) Uani 1 1 d . . . H4 H -0.0882 0.5322 0.0356 0.044 Uiso 1 1 calc R . . C5 C -0.1895(2) 0.5261(4) -0.00673(14) 0.0451(10) Uani 1 1 d . . . H5 H -0.1801 0.4872 -0.0320 0.054 Uiso 1 1 calc R . . C6 C -0.2568(2) 0.5556(4) -0.01042(15) 0.0437(10) Uani 1 1 d . . . H6 H -0.2940 0.5370 -0.0380 0.052 Uiso 1 1 calc R . . C7 C -0.2701(2) 0.6126(5) 0.02632(15) 0.0461(11) Uani 1 1 d . . . H7 H -0.3167 0.6346 0.0236 0.055 Uiso 1 1 calc R . . C8 C -0.21677(19) 0.6380(4) 0.06677(14) 0.0356(9) Uani 1 1 d . . . H8 H -0.2269 0.6757 0.0920 0.043 Uiso 1 1 calc R . . C9 C -0.06088(18) 0.8025(3) 0.09762(12) 0.0272(7) Uani 1 1 d . . . C10 C -0.0514(2) 0.9007(3) 0.12546(14) 0.0359(9) Uani 1 1 d . . . H10 H -0.0541 0.8957 0.1565 0.043 Uiso 1 1 calc R . . C11 C -0.0379(3) 1.0062(4) 0.10802(16) 0.0446(10) Uani 1 1 d . . . H11 H -0.0304 1.0726 0.1275 0.053 Uiso 1 1 calc R . . C12 C -0.0354(2) 1.0150(4) 0.06328(17) 0.0460(11) Uani 1 1 d . . . H12 H -0.0261 1.0873 0.0517 0.055 Uiso 1 1 calc R . . C13 C -0.0464(2) 0.9187(4) 0.03462(15) 0.0382(9) Uani 1 1 d . . . H13 H -0.0456 0.9253 0.0032 0.046 Uiso 1 1 calc R . . C14 C -0.05863(19) 0.8127(3) 0.05180(13) 0.0306(8) Uani 1 1 d . . . H14 H -0.0655 0.7466 0.0322 0.037 Uiso 1 1 calc R . . C15 C 0.09374(18) 0.7319(3) 0.10735(12) 0.0266(7) Uani 1 1 d . . . C16 C 0.1243(2) 0.8395(4) 0.11465(14) 0.0334(8) Uani 1 1 d . . . H16 H 0.1318 0.8771 0.1440 0.040 Uiso 1 1 calc R . . C17 C 0.1440(2) 0.8929(4) 0.07940(16) 0.0434(10) Uani 1 1 d . . . H17 H 0.1647 0.9672 0.0846 0.052 Uiso 1 1 calc R . . C18 C 0.1336(2) 0.8386(4) 0.03673(15) 0.0418(10) Uani 1 1 d . . . H18 H 0.1485 0.8744 0.0130 0.050 Uiso 1 1 calc R . . C19 C 0.1018(2) 0.7330(4) 0.02878(14) 0.0380(9) Uani 1 1 d . . . H19 H 0.0935 0.6968 -0.0009 0.046 Uiso 1 1 calc R . . C20 C 0.0815(2) 0.6785(3) 0.06359(13) 0.0302(8) Uani 1 1 d . . . H20 H 0.0594 0.6053 0.0578 0.036 Uiso 1 1 calc R . . C21 C 0.15405(18) 0.5616(3) 0.17604(13) 0.0276(7) Uani 1 1 d . . . C22 C 0.1854(2) 0.5138(4) 0.14543(14) 0.0337(8) Uani 1 1 d . . . H22 H 0.1653 0.5261 0.1126 0.040 Uiso 1 1 calc R . . C23 C 0.2459(2) 0.4481(4) 0.16177(17) 0.0450(10) Uani 1 1 d . . . H23 H 0.2668 0.4149 0.1404 0.054 Uiso 1 1 calc R . . C24 C 0.2755(2) 0.4319(4) 0.20984(18) 0.0499(12) Uani 1 1 d . . . H24 H 0.3163 0.3859 0.2214 0.060 Uiso 1 1 calc R . . C25 C 0.2459(2) 0.4819(4) 0.24076(16) 0.0437(10) Uani 1 1 d . . . H25 H 0.2670 0.4712 0.2736 0.052 Uiso 1 1 calc R . . C26 C 0.1852(2) 0.5482(4) 0.22444(14) 0.0363(9) Uani 1 1 d . . . H26 H 0.1654 0.5837 0.2459 0.044 Uiso 1 1 calc R . . C27 C 0.04713(19) 0.3728(3) 0.14720(13) 0.0283(7) Uani 1 1 d . . . C28 C 0.0503(2) 0.3598(4) 0.10164(15) 0.0358(9) Uani 1 1 d . . . H28 H 0.0223 0.4076 0.0773 0.043 Uiso 1 1 calc R . . C29 C 0.0935(2) 0.2781(4) 0.09140(17) 0.0453(11) Uani 1 1 d . . . H29 H 0.0950 0.2705 0.0602 0.054 Uiso 1 1 calc R . . C30 C 0.1342(3) 0.2084(4) 0.1261(2) 0.0553(13) Uani 1 1 d . . . H30 H 0.1626 0.1509 0.1187 0.066 Uiso 1 1 calc R . . C31 C 0.1338(3) 0.2216(4) 0.1715(2) 0.0508(12) Uani 1 1 d . . . H31 H 0.1634 0.1754 0.1958 0.061 Uiso 1 1 calc R . . C32 C 0.0899(2) 0.3029(3) 0.18181(15) 0.0356(9) Uani 1 1 d . . . H32 H 0.0893 0.3106 0.2132 0.043 Uiso 1 1 calc R . . C33 C -0.07712(19) 0.3965(3) 0.14292(13) 0.0273(7) Uani 1 1 d . . . C34 C -0.1003(2) 0.3291(4) 0.10229(14) 0.0379(9) Uani 1 1 d . . . H34 H -0.0728 0.3259 0.0817 0.045 Uiso 1 1 calc R . . C35 C -0.1617(2) 0.2674(4) 0.09130(17) 0.0475(11) Uani 1 1 d . . . H35 H -0.1762 0.2241 0.0630 0.057 Uiso 1 1 calc R . . C36 C -0.2022(2) 0.2673(4) 0.12039(18) 0.0489(11) Uani 1 1 d . . . H36 H -0.2439 0.2227 0.1130 0.059 Uiso 1 1 calc R . . C37 C -0.1814(2) 0.3332(4) 0.16068(17) 0.0440(10) Uani 1 1 d . . . H37 H -0.2093 0.3347 0.1811 0.053 Uiso 1 1 calc R . . C38 C -0.1200(2) 0.3976(3) 0.17179(14) 0.0333(8) Uani 1 1 d . . . H38 H -0.1070 0.4432 0.1995 0.040 Uiso 1 1 calc R . . C39 C 0.0586(3) 0.1317(4) 0.27391(18) 0.0513(12) Uani 1 1 d . . . H39A H 0.0668 0.1329 0.3082 0.062 Uiso 1 1 calc R . . H39B H 0.1015 0.1583 0.2675 0.062 Uiso 1 1 calc R . . C40 C 0.0381(3) 0.0131(4) 0.2542(2) 0.0613(14) Uani 1 1 d . . . H40A H 0.0493 0.0016 0.2246 0.074 Uiso 1 1 calc R . . H40B H 0.0615 -0.0472 0.2770 0.074 Uiso 1 1 calc R . . Li1 Li 0.0000 0.3637(8) 0.2500 0.041(2) Uani 1 2 d S . . 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 Sm1 0.02734(14) 0.02220(14) 0.02101(14) 0.000 0.00937(10) 0.000 S1 0.0301(4) 0.0344(5) 0.0233(4) 0.0019(3) 0.0106(3) 0.0064(4) S2 0.0347(5) 0.0267(4) 0.0238(4) -0.0030(3) 0.0117(4) -0.0059(4) P1 0.0240(4) 0.0260(4) 0.0201(4) 0.0014(3) 0.0067(3) 0.0011(3) P2 0.0239(4) 0.0253(4) 0.0201(4) 0.0009(3) 0.0080(3) -0.0007(3) O1 0.0316(13) 0.0251(12) 0.0178(11) -0.0021(9) 0.0096(10) -0.0014(10) O2 0.053(3) 0.0231(19) 0.055(3) 0.000 0.028(2) 0.000 C1 0.0271(17) 0.0245(17) 0.0220(16) 0.0018(13) 0.0084(13) -0.0005(14) C2 0.0266(17) 0.0239(17) 0.0226(16) -0.0020(13) 0.0094(13) -0.0012(13) C3 0.0283(17) 0.0299(19) 0.0233(17) 0.0033(14) 0.0057(14) -0.0039(14) C4 0.032(2) 0.046(2) 0.0305(19) -0.0040(17) 0.0068(16) 0.0040(17) C5 0.051(3) 0.052(3) 0.027(2) -0.0079(18) 0.0042(18) 0.002(2) C6 0.035(2) 0.051(3) 0.037(2) 0.0024(19) -0.0020(17) -0.0090(19) C7 0.029(2) 0.071(3) 0.034(2) 0.006(2) 0.0036(17) 0.002(2) C8 0.0257(18) 0.048(2) 0.033(2) 0.0028(17) 0.0092(15) -0.0020(17) C9 0.0275(17) 0.0249(18) 0.0278(18) 0.0042(14) 0.0066(14) 0.0014(14) C10 0.045(2) 0.029(2) 0.033(2) 0.0057(16) 0.0105(17) 0.0040(17) C11 0.060(3) 0.024(2) 0.048(2) 0.0000(17) 0.014(2) 0.0001(19) C12 0.046(2) 0.037(2) 0.052(3) 0.016(2) 0.011(2) -0.0015(19) C13 0.035(2) 0.045(2) 0.033(2) 0.0122(18) 0.0087(17) -0.0008(18) C14 0.0291(18) 0.034(2) 0.0284(18) 0.0068(15) 0.0083(15) 0.0007(15) C15 0.0236(16) 0.0322(19) 0.0263(17) 0.0049(14) 0.0108(14) 0.0029(14) C16 0.036(2) 0.033(2) 0.034(2) 0.0020(16) 0.0153(17) -0.0040(16) C17 0.052(3) 0.036(2) 0.048(3) 0.0064(19) 0.024(2) -0.0096(19) C18 0.054(3) 0.044(2) 0.036(2) 0.0140(18) 0.026(2) 0.003(2) C19 0.049(2) 0.042(2) 0.0246(18) 0.0032(16) 0.0141(17) 0.0043(19) C20 0.0320(19) 0.0312(19) 0.0289(18) 0.0005(15) 0.0117(15) 0.0011(15) C21 0.0251(17) 0.0255(18) 0.0310(18) 0.0045(14) 0.0070(14) -0.0012(14) C22 0.0297(19) 0.035(2) 0.037(2) 0.0079(16) 0.0118(16) 0.0033(16) C23 0.036(2) 0.046(3) 0.056(3) 0.007(2) 0.018(2) 0.0118(19) C24 0.033(2) 0.051(3) 0.063(3) 0.011(2) 0.011(2) 0.015(2) C25 0.036(2) 0.044(2) 0.043(2) 0.0113(19) 0.0004(18) 0.0009(19) C26 0.0312(19) 0.043(2) 0.032(2) 0.0061(17) 0.0047(16) 0.0012(17) C27 0.0323(18) 0.0242(17) 0.0325(19) -0.0055(14) 0.0160(15) -0.0060(15) C28 0.041(2) 0.034(2) 0.038(2) -0.0089(17) 0.0189(18) -0.0053(17) C29 0.055(3) 0.042(2) 0.051(3) -0.021(2) 0.034(2) -0.007(2) C30 0.058(3) 0.038(3) 0.084(4) -0.012(3) 0.042(3) 0.006(2) C31 0.052(3) 0.034(2) 0.075(3) 0.007(2) 0.033(3) 0.010(2) C32 0.036(2) 0.031(2) 0.045(2) 0.0054(17) 0.0194(18) 0.0046(16) C33 0.0301(18) 0.0251(18) 0.0269(17) 0.0011(14) 0.0092(14) -0.0003(14) C34 0.044(2) 0.040(2) 0.031(2) -0.0072(17) 0.0133(18) -0.0091(18) C35 0.045(2) 0.049(3) 0.045(3) -0.015(2) 0.010(2) -0.015(2) C36 0.040(2) 0.047(3) 0.060(3) -0.008(2) 0.016(2) -0.014(2) C37 0.038(2) 0.045(2) 0.055(3) -0.004(2) 0.023(2) -0.0089(19) C38 0.0327(19) 0.033(2) 0.036(2) -0.0027(16) 0.0140(16) -0.0059(16) C39 0.070(3) 0.038(2) 0.047(3) 0.002(2) 0.020(2) 0.001(2) C40 0.096(4) 0.034(2) 0.062(3) 0.009(2) 0.036(3) 0.010(3) Li1 0.063(7) 0.026(5) 0.044(6) 0.000 0.031(5) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O1 2.237(2) . ? Sm1 O1 2.237(2) 2 ? Sm1 S1 2.8433(9) 2 ? Sm1 S1 2.8433(9) . ? Sm1 S2 2.8560(9) . ? Sm1 S2 2.8560(9) 2 ? S1 P1 2.0312(12) . ? S2 P2 2.0219(12) . ? P1 C1 1.755(4) . ? P1 C3 1.824(4) . ? P1 C9 1.836(4) . ? P2 C1 1.768(4) . ? P2 C15 1.824(4) . ? P2 C21 1.841(4) . ? O1 C2 1.418(4) . ? O2 C39 1.427(6) 2 ? O2 C39 1.427(6) . ? C1 C2 1.558(5) . ? C2 C27 1.547(5) . ? C2 C33 1.567(5) . ? C3 C8 1.382(5) . ? C3 C4 1.396(5) . ? C4 C5 1.388(6) . ? C4 H4 0.9500 . ? C5 C6 1.367(7) . ? C5 H5 0.9500 . ? C6 C7 1.381(7) . ? C6 H6 0.9500 . ? C7 C8 1.377(6) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.391(5) . ? C9 C14 1.393(5) . ? C10 C11 1.393(6) . ? C10 H10 0.9500 . ? C11 C12 1.361(6) . ? C11 H11 0.9500 . ? C12 C13 1.387(7) . ? C12 H12 0.9500 . ? C13 C14 1.386(6) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.381(5) . ? C15 C20 1.401(5) . ? C16 C17 1.385(6) . ? C16 H16 0.9500 . ? C17 C18 1.382(6) . ? C17 H17 0.9500 . ? C18 C19 1.370(6) . ? C18 H18 0.9500 . ? C19 C20 1.386(5) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.382(5) . ? C21 C26 1.397(5) . ? C22 C23 1.389(6) . ? C22 H22 0.9500 . ? C23 C24 1.389(7) . ? C23 H23 0.9500 . ? C24 C25 1.377(7) . ? C24 H24 0.9500 . ? C25 C26 1.397(6) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C32 1.385(6) . ? C27 C28 1.395(5) . ? C28 C29 1.385(6) . ? C28 H28 0.9500 . ? C29 C30 1.369(7) . ? C29 H29 0.9500 . ? C30 C31 1.372(7) . ? C30 H30 0.9500 . ? C31 C32 1.392(6) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C34 1.399(5) . ? C33 C38 1.400(5) . ? C34 C35 1.377(6) . ? C34 H34 0.9500 . ? C35 C36 1.366(7) . ? C35 H35 0.9500 . ? C36 C37 1.380(7) . ? C36 H36 0.9500 . ? C37 C38 1.393(6) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C40 1.506(7) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C40 1.472(12) 2 ? C40 H40A 0.9900 . ? C40 H40B 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 O1 Sm1 O1 76.29(12) . 2 ? O1 Sm1 S1 117.00(6) . 2 ? O1 Sm1 S1 89.04(6) 2 2 ? O1 Sm1 S1 89.04(6) . . ? O1 Sm1 S1 117.00(6) 2 . ? S1 Sm1 S1 147.72(4) 2 . ? O1 Sm1 S2 89.62(6) . . ? O1 Sm1 S2 151.90(6) 2 . ? S1 Sm1 S2 75.70(3) 2 . ? S1 Sm1 S2 86.42(3) . . ? O1 Sm1 S2 151.90(6) . 2 ? O1 Sm1 S2 89.62(6) 2 2 ? S1 Sm1 S2 86.42(3) 2 2 ? S1 Sm1 S2 75.70(3) . 2 ? S2 Sm1 S2 112.35(4) . 2 ? P1 S1 Sm1 98.18(4) . . ? P2 S2 Sm1 94.87(4) . . ? C1 P1 C3 111.78(17) . . ? C1 P1 C9 110.69(16) . . ? C3 P1 C9 100.57(16) . . ? C1 P1 S1 117.98(12) . . ? C3 P1 S1 107.71(13) . . ? C9 P1 S1 106.58(12) . . ? C1 P2 C15 109.94(16) . . ? C1 P2 C21 113.71(17) . . ? C15 P2 C21 101.60(16) . . ? C1 P2 S2 116.99(12) . . ? C15 P2 S2 107.93(13) . . ? C21 P2 S2 105.42(13) . . ? C2 O1 Sm1 132.0(2) . . ? C39 O2 C39 110.5(5) 2 . ? C2 C1 P1 117.8(2) . . ? C2 C1 P2 114.4(2) . . ? P1 C1 P2 112.5(2) . . ? O1 C2 C27 110.5(3) . . ? O1 C2 C1 110.0(3) . . ? C27 C2 C1 109.4(3) . . ? O1 C2 C33 107.4(3) . . ? C27 C2 C33 105.4(3) . . ? C1 C2 C33 114.0(3) . . ? C8 C3 C4 118.9(3) . . ? C8 C3 P1 119.4(3) . . ? C4 C3 P1 121.1(3) . . ? C5 C4 C3 119.9(4) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C6 C5 C4 120.7(4) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 119.3(4) . . ? C5 C6 H6 120.4 . . ? C7 C6 H6 120.4 . . ? C8 C7 C6 120.9(4) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C3 120.3(4) . . ? C7 C8 H8 119.9 . . ? C3 C8 H8 119.9 . . ? C10 C9 C14 118.8(3) . . ? C10 C9 P1 120.6(3) . . ? C14 C9 P1 120.7(3) . . ? C9 C10 C11 120.2(4) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 120.5(4) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 120.1(4) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C14 C13 C12 120.0(4) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C9 120.4(4) . . ? C13 C14 H14 119.8 . . ? C9 C14 H14 119.8 . . ? C16 C15 C20 119.3(3) . . ? C16 C15 P2 121.2(3) . . ? C20 C15 P2 119.3(3) . . ? C15 C16 C17 120.2(4) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 120.3(4) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C19 C18 C17 119.8(4) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 120.7(4) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C19 C20 C15 119.6(4) . . ? C19 C20 H20 120.2 . . ? C15 C20 H20 120.2 . . ? C22 C21 C26 119.6(4) . . ? C22 C21 P2 121.5(3) . . ? C26 C21 P2 118.6(3) . . ? C21 C22 C23 121.2(4) . . ? C21 C22 H22 119.4 . . ? C23 C22 H22 119.4 . . ? C24 C23 C22 119.0(4) . . ? C24 C23 H23 120.5 . . ? C22 C23 H23 120.5 . . ? C25 C24 C23 120.4(4) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C24 C25 C26 120.8(4) . . ? C24 C25 H25 119.6 . . ? C26 C25 H25 119.6 . . ? C25 C26 C21 119.0(4) . . ? C25 C26 H26 120.5 . . ? C21 C26 H26 120.5 . . ? C32 C27 C28 117.5(4) . . ? C32 C27 C2 120.9(3) . . ? C28 C27 C2 121.6(3) . . ? C29 C28 C27 121.0(4) . . ? C29 C28 H28 119.5 . . ? C27 C28 H28 119.5 . . ? C30 C29 C28 120.3(4) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C29 C30 C31 120.0(4) . . ? C29 C30 H30 120.0 . . ? C31 C30 H30 120.0 . . ? C30 C31 C32 119.8(5) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? C27 C32 C31 121.4(4) . . ? C27 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C34 C33 C38 116.2(3) . . ? C34 C33 C2 123.0(3) . . ? C38 C33 C2 120.6(3) . . ? C35 C34 C33 122.0(4) . . ? C35 C34 H34 119.0 . . ? C33 C34 H34 119.0 . . ? C36 C35 C34 121.1(4) . . ? C36 C35 H35 119.4 . . ? C34 C35 H35 119.4 . . ? C35 C36 C37 118.6(4) . . ? C35 C36 H36 120.7 . . ? C37 C36 H36 120.7 . . ? C36 C37 C38 120.8(4) . . ? C36 C37 H37 119.6 . . ? C38 C37 H37 119.6 . . ? C37 C38 C33 121.2(4) . . ? C37 C38 H38 119.4 . . ? C33 C38 H38 119.4 . . ? O2 C39 C40 104.1(4) . . ? O2 C39 H39A 110.9 . . ? C40 C39 H39A 110.9 . . ? O2 C39 H39B 110.9 . . ? C40 C39 H39B 110.9 . . ? H39A C39 H39B 109.0 . . ? C40 C40 C39 102.1(4) 2 . ? C40 C40 H40A 111.3 2 . ? C39 C40 H40A 111.3 . . ? C40 C40 H40B 111.3 2 . ? C39 C40 H40B 111.3 . . ? H40A C40 H40B 109.2 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.909 _refine_diff_density_min -0.774 _refine_diff_density_rms 0.091 #END===