#------------------------------------------------------------------------------ #$Date: 2023-02-23 09:57:30 +0200 (Thu, 23 Feb 2023) $ #$Revision: 281099 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/85/1568518.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1568518 loop_ _publ_author_name 'Hauser, Adrian' 'M\"unzfeld, Luca' 'Schlittenhardt, S\"oren' 'K\"oppe, Ralf' 'Uhlmann, Cedric' 'Rauska, Ulf-Christian' 'Ruben, Mario' 'Roesky, Peter W.' _publ_section_title ; Molecular cyclo-P3 complexes of the rare-earth elements via a one-pot reaction and selective reduction ; _journal_issue 8 _journal_name_full 'Chemical Science' _journal_page_first 2149 _journal_page_last 2158 _journal_paper_doi 10.1039/D2SC06730G _journal_volume 14 _journal_year 2023 _chemical_formula_moiety 'C110 H156 N4 O6 P4 Sm2, C7 H8' _chemical_formula_sum 'C117 H164 N4 O6 P4 Sm2' _chemical_formula_weight 2147.09 _space_group_crystal_system orthorhombic _space_group_IT_number 50 _space_group_name_Hall '-P 2ab 2b' _space_group_name_H-M_alt 'P b a n :2' _atom_sites_solution_hydrogens geom _audit_creation_date 2022-05-05 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2022-12-02 deposited with the CCDC. 2023-02-03 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 32.7745(7) _cell_length_b 12.3366(3) _cell_length_c 14.1237(5) _cell_measurement_reflns_used 93980 _cell_measurement_temperature 100 _cell_measurement_theta_max 29.38 _cell_measurement_theta_min 2.28 _cell_volume 5710.6(3) _computing_cell_refinement ; X-Area Recipe 1.34.0.0 (STOE, 2019) ; _computing_data_collection ; X-Area Pilatus3_SV 1.31.154.0 (STOE, 2019) ; _computing_data_reduction ; X-Area Integrate 1.77.0.0 (STOE, 2019) X-Area LANA 1.77.1.0 (STOE, 2019) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 100.0 _diffrn_detector_area_resol_mean 5.81 _diffrn_detector_type 'DECTRIS PILATUS 200K' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.958 _diffrn_measurement_details ; 2413 frames, detector distance = 80 mm ; _diffrn_measurement_device 'Eulerian 4-circle diffractometer' _diffrn_measurement_device_type 'STOE STADIVARI' _diffrn_measurement_method 'rotation method, \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0698 _diffrn_reflns_av_unetI/netI 0.0343 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.958 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 109804 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.958 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 29.583 _diffrn_reflns_theta_min 2.278 _exptl_absorpt_coefficient_mu 1.126 _exptl_absorpt_correction_T_max 0.9085 _exptl_absorpt_correction_T_min 0.1486 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; STOE X-Red32, absorption correction by Gaussian integration, analogous to P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic Computing", Munksgaard, Copenhagen (1970), 255 - 270. Afterwards scaling of reflection intensities was performed within STOE LANA. J. Koziskova, F. Hahn, J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136-140. ; _exptl_crystal_colour red _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 2252 _exptl_crystal_size_max 0.127 _exptl_crystal_size_mid 0.095 _exptl_crystal_size_min 0.055 _refine_diff_density_max 1.101 _refine_diff_density_min -1.543 _refine_diff_density_rms 0.135 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 344 _refine_ls_number_reflns 7708 _refine_ls_number_restraints 42 _refine_ls_restrained_S_all 1.092 _refine_ls_R_factor_all 0.0962 _refine_ls_R_factor_gt 0.0545 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0725P)^2^+22.9841P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1387 _refine_ls_wR_factor_ref 0.1729 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4824 _reflns_number_total 7708 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d2sc06730g3.cif _cod_data_source_block ah123_2 _cod_original_sg_symbol_H-M 'P b a n' _cod_database_code 1568518 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Uiso/Uaniso restraints and constraints C34 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 C35 \\sim C29: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 3. Others Fixed Sof: C35(0.25) H35A(0.25) H35B(0.25) H35C(0.25) C29(0.25) C30(0.25) H30(0.25) C31(0.25) H31(0.25) C32(0.25) H32(0.25) C33(0.25) H33(0.25) C34(0.25) H34(0.25) 4.a Free rotating group: C35(C29,C30,C31,C32,C33,C34) 4.b Ternary CH refined with riding coordinates: C19(H19), C22(H22) 4.c Secondary CH2 refined with riding coordinates: C28(H28A,H28B), C27(H27A,H27B), C25(H25A,H25B), C26(H26A,H26B) 4.d Aromatic/amide H refined with riding coordinates: C3(H3), C5(H5), C17(H17), C15(H15), C16(H16), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34) 4.e Idealised Me refined as rotating group: C24(H24A,H24B,H24C), C20(H20A,H20B,H20C), C23(H23A,H23B,H23C), C21(H21A,H21B, H21C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C11(H11A, H11B,H11C), C35(H35A,H35B,H35C) ; _shelx_res_file ; TITL ah123_2_a.res in Pban ah123_2.res created by SHELXL-2018/3 at 09:43:27 on 05-May-2022 REM Old TITL AH123_2 REM SHELXT solution in Pban: R1 0.145, Rweak 0.003, Alpha 0.029 REM 1.478 for 639 systematic absences, Orientation as input REM Formula found by SHELXT: C56 N2 O3 Sm P2 CELL 0.71073 32.7745 12.3366 14.1237 90 90 90 ZERR 2 0.0007 0.0003 0.0005 0 0 0 LATT 1 SYMM 0.5-X,0.5-Y,+Z SYMM 0.5-X,+Y,-Z SYMM +X,0.5-Y,-Z SFAC C H N O P Sm UNIT 234 328 8 12 8 4 SIMU 0.01 0.02 2 C34 C29 C30 C31 C32 C33 SIMU 0.01 0.02 2 C35 C29 L.S. 4 0 0 PLAN 11 TEMP -173.15 CONF list 4 MORE -1 BOND $H fmap 2 53 acta OMIT 3 1 2 OMIT 4 2 0 OMIT 5 1 1 OMIT 0 0 2 REM REM REM WGHT 0.072500 22.984097 FVAR 0.16631 SM1 6 0.331728 0.250000 0.500000 10.50000 0.01799 0.01953 = 0.03665 -0.00151 0.00000 0.00000 P1 5 0.250000 0.127960 0.500000 10.50000 0.02044 0.02207 = 0.05046 0.00000 -0.00180 0.00000 P2 5 0.250000 0.250000 0.609192 10.50000 0.02174 0.03298 = 0.03903 0.00000 0.00000 0.00007 O1 4 0.405197 0.250000 0.500000 10.50000 0.01795 0.02385 = 0.03700 -0.00302 0.00000 0.00000 O2 4 0.347322 0.428959 0.421404 11.00000 0.02538 0.02444 = 0.05161 0.00121 0.00044 -0.00053 N1 3 0.359222 0.329291 0.638029 11.00000 0.02274 0.02349 = 0.04341 -0.00256 0.00294 0.00037 C1 1 0.426526 0.293353 0.576907 11.00000 0.02519 0.02456 = 0.04464 -0.00057 -0.00204 -0.00228 C13 1 0.337054 0.372668 0.718032 11.00000 0.02446 0.02571 = 0.04584 -0.00350 -0.00059 -0.00153 C2 1 0.401283 0.334862 0.649518 11.00000 0.02589 0.02084 = 0.04781 -0.00079 -0.00035 -0.00244 C18 1 0.325229 0.483002 0.718628 11.00000 0.02913 0.02486 = 0.04413 -0.00310 0.00270 -0.00250 C3 1 0.421708 0.380490 0.727139 11.00000 0.02959 0.03010 = 0.04622 -0.00469 0.00004 -0.00292 AFIX 43 H3 2 0.406001 0.409535 0.777657 11.00000 -1.20000 AFIX 0 C19 1 0.339067 0.187739 0.801889 11.00000 0.05394 0.02604 = 0.04260 0.00095 0.00057 0.00306 AFIX 13 H19 2 0.344947 0.162882 0.735892 11.00000 -1.20000 AFIX 0 C14 1 0.329592 0.308924 0.798627 11.00000 0.03859 0.02634 = 0.03941 0.00168 0.00251 0.00064 C28 1 0.320080 0.505565 0.374366 11.00000 0.03531 0.02290 = 0.04781 0.00369 -0.00066 0.00482 AFIX 23 H28A 2 0.304494 0.548316 0.421385 11.00000 -1.20000 H28B 2 0.300635 0.467122 0.332535 11.00000 -1.20000 AFIX 0 C4 1 0.464178 0.384950 0.733161 11.00000 0.03364 0.03643 = 0.04949 -0.00635 -0.00641 -0.00548 C24 1 0.298103 0.633588 0.613224 11.00000 0.04557 0.02508 = 0.06692 0.00246 -0.00346 0.00091 AFIX 137 H24A 2 0.293452 0.682045 0.667137 11.00000 -1.50000 H24B 2 0.273446 0.590738 0.601387 11.00000 -1.50000 H24C 2 0.304598 0.676685 0.556920 11.00000 -1.50000 AFIX 0 C5 1 0.487254 0.342096 0.659141 11.00000 0.02070 0.04284 = 0.05383 -0.00438 -0.00309 -0.00311 AFIX 43 H5 2 0.516179 0.344191 0.663087 11.00000 -1.20000 AFIX 0 C22 1 0.333848 0.557266 0.635522 11.00000 0.03990 0.02143 = 0.05490 -0.00072 0.00640 0.00146 AFIX 13 H22 2 0.338764 0.510965 0.578536 11.00000 -1.20000 AFIX 0 C6 1 0.468868 0.295960 0.578980 11.00000 0.02992 0.02914 = 0.04148 -0.00366 0.00225 -0.00413 C27 1 0.348072 0.578105 0.317244 11.00000 0.03679 0.02512 = 0.06198 0.00400 0.00432 -0.00002 AFIX 23 H27A 2 0.335777 0.650450 0.306940 11.00000 -1.20000 H27B 2 0.354801 0.545261 0.255225 11.00000 -1.20000 AFIX 0 C17 1 0.306612 0.526146 0.799156 11.00000 0.04884 0.02518 = 0.05474 -0.00333 0.00556 0.00369 AFIX 43 H17 2 0.298255 0.599883 0.799184 11.00000 -1.20000 AFIX 0 C20 1 0.377051 0.166036 0.862644 11.00000 0.05573 0.03591 = 0.06303 0.00043 -0.00566 0.00573 AFIX 137 H20A 2 0.400566 0.203649 0.835119 11.00000 -1.50000 H20B 2 0.382476 0.087944 0.864488 11.00000 -1.50000 H20C 2 0.372355 0.192663 0.927102 11.00000 -1.50000 AFIX 0 C25 1 0.388816 0.469559 0.416236 11.00000 0.02481 0.02521 = 0.06771 0.00296 0.00279 -0.00244 AFIX 23 H25A 2 0.405286 0.425116 0.372125 11.00000 -1.20000 H25B 2 0.401840 0.467885 0.479464 11.00000 -1.20000 AFIX 0 C26 1 0.385412 0.584963 0.380566 11.00000 0.03154 0.02879 = 0.06980 -0.00254 0.00649 -0.00608 AFIX 23 H26A 2 0.409953 0.606573 0.344320 11.00000 -1.20000 H26B 2 0.381153 0.636620 0.433289 11.00000 -1.20000 AFIX 0 C15 1 0.310546 0.354762 0.876529 11.00000 0.05406 0.03353 = 0.05369 -0.00300 0.00844 -0.00146 AFIX 43 H15 2 0.304485 0.310446 0.929709 11.00000 -1.20000 AFIX 0 C16 1 0.300128 0.463417 0.878855 11.00000 0.06091 0.03617 = 0.04906 -0.00991 0.01384 0.00331 AFIX 43 H16 2 0.288689 0.494451 0.934396 11.00000 -1.20000 AFIX 0 C9 1 0.483698 0.437929 0.820953 11.00000 0.03682 0.05407 = 0.05517 -0.01147 -0.00719 -0.00665 C23 1 0.372709 0.623921 0.653944 11.00000 0.03648 0.03135 = 0.08218 0.00993 0.00801 -0.00123 AFIX 137 H23A 2 0.377672 0.672480 0.600251 11.00000 -1.50000 H23B 2 0.395996 0.574864 0.661575 11.00000 -1.50000 H23C 2 0.369217 0.666885 0.711741 11.00000 -1.50000 AFIX 0 C21 1 0.302778 0.122471 0.839420 11.00000 0.05760 0.03216 = 0.05768 0.00347 0.00860 -0.00171 AFIX 137 H21A 2 0.298617 0.139073 0.906584 11.00000 -1.50000 H21B 2 0.308300 0.044862 0.832005 11.00000 -1.50000 H21C 2 0.278187 0.141698 0.803696 11.00000 -1.50000 AFIX 0 C7 1 0.494924 0.250000 0.500000 10.50000 0.01571 0.03953 = 0.04176 -0.00086 0.00000 0.00000 C8 1 0.521968 0.341058 0.459459 11.00000 0.03571 0.07206 = 0.05103 -0.00925 0.00558 -0.01997 AFIX 137 H8A 2 0.504637 0.398860 0.434001 11.00000 -1.50000 H8B 2 0.539156 0.311777 0.408768 11.00000 -1.50000 H8C 2 0.539306 0.370436 0.509830 11.00000 -1.50000 AFIX 0 C10 1 0.469915 0.378938 0.909786 11.00000 0.07894 0.08661 = 0.05178 -0.00559 -0.00974 -0.01924 AFIX 137 H10A 2 0.479332 0.303588 0.907483 11.00000 -1.50000 H10B 2 0.440063 0.380369 0.913575 11.00000 -1.50000 H10C 2 0.481458 0.414801 0.965605 11.00000 -1.50000 AFIX 0 C12 1 0.529681 0.436952 0.817652 11.00000 0.03596 0.15765 = 0.07030 -0.04100 -0.00781 -0.00767 AFIX 137 H12A 2 0.540518 0.471937 0.874645 11.00000 -1.50000 H12B 2 0.539022 0.476391 0.761457 11.00000 -1.50000 H12C 2 0.539388 0.361891 0.814708 11.00000 -1.50000 AFIX 0 C11 1 0.469815 0.556816 0.826653 11.00000 0.09692 0.05567 = 0.06691 -0.01494 -0.02343 -0.01691 AFIX 137 H11A 2 0.439986 0.559737 0.830742 11.00000 -1.50000 H11B 2 0.478900 0.595633 0.769904 11.00000 -1.50000 H11C 2 0.481711 0.590846 0.882947 11.00000 -1.50000 AFIX 6 PART -1 C35 1 0.374583 0.784533 0.942643 10.25000 0.11693 0.12063 = 0.07776 0.03141 0.03393 -0.03778 AFIX 137 H35A 2 0.390782 0.825717 0.988551 10.25000 -1.50000 H35B 2 0.372135 0.826181 0.883831 10.25000 -1.50000 H35C 2 0.388070 0.715254 0.929477 10.25000 -1.50000 AFIX 5 C29 1 0.332723 0.763702 0.982711 10.25000 0.14385 0.06675 = 0.05915 0.00194 0.01628 -0.01103 C30 1 0.327562 0.704651 1.065870 10.25000 0.14517 0.06120 = 0.05493 0.00414 0.01566 -0.00884 AFIX 43 H30 2 0.350934 0.677567 1.097857 10.25000 -1.20000 AFIX 5 C31 1 0.289472 0.684521 1.102908 10.25000 0.14903 0.05847 = 0.05795 0.00270 0.01642 -0.01125 AFIX 43 H31 2 0.286678 0.644097 1.159789 10.25000 -1.20000 AFIX 5 C32 1 0.255092 0.723790 1.056456 10.25000 0.14831 0.05979 = 0.05857 0.00539 0.01497 -0.00995 AFIX 43 H32 2 0.228656 0.710146 1.081335 10.25000 -1.20000 AFIX 5 C33 1 0.259593 0.782741 0.973947 10.25000 0.15051 0.06243 = 0.05654 0.00692 0.01304 -0.00648 AFIX 43 H33 2 0.236161 0.809946 0.942276 10.25000 -1.20000 AFIX 5 C34 1 0.297934 0.802372 0.937219 10.25000 0.15615 0.06111 = 0.05801 0.00110 0.01563 -0.00461 AFIX 43 H34 2 0.300617 0.842717 0.880266 10.25000 -1.20000 AFIX 0 HKLF 4 REM ah123_2_a.res in Pban REM wR2 = 0.1729, GooF = S = 1.094, Restrained GooF = 1.092 for all data REM R1 = 0.0545 for 4824 Fo > 4sig(Fo) and 0.0962 for all 7708 data REM 344 parameters refined using 42 restraints END WGHT 0.0725 22.9841 REM Highest difference peak 1.101, deepest hole -1.543, 1-sigma level 0.135 Q1 1 0.3746 0.8425 1.0085 11.00000 0.05 1.10 Q2 1 0.3622 0.8404 0.9613 11.00000 0.05 1.09 Q3 1 0.2955 0.2289 0.4552 11.00000 0.05 1.08 Q4 1 0.2968 0.2319 0.5494 11.00000 0.05 1.08 Q5 1 0.3627 0.2295 0.5532 11.00000 0.05 0.92 Q6 1 0.3390 0.7500 1.0000 10.50000 0.05 0.78 Q7 1 0.3607 0.7381 0.9098 11.00000 0.05 0.76 Q8 1 0.3584 0.2500 0.5000 10.50000 0.05 0.73 Q9 1 0.3977 0.7500 1.0000 10.50000 0.05 0.71 Q10 1 0.3328 0.1964 0.5000 11.00000 0.05 0.71 Q11 1 0.2223 0.1668 0.5543 11.00000 0.05 0.60 ; _shelx_res_checksum 13863 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x+1/2, y, -z' 'x, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x-1/2, -y, z' '-x, y-1/2, z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.33173(2) 0.250000 0.500000 0.02472(11) Uani 1 2 d S T P . . P1 P 0.250000 0.12796(13) 0.500000 0.0310(4) Uani 1 2 d S T P . . P2 P 0.250000 0.250000 0.60919(13) 0.0313(3) Uani 1 2 d S T P . . O1 O 0.40520(12) 0.250000 0.500000 0.0263(8) Uani 1 2 d S T P . . O2 O 0.34732(10) 0.4290(3) 0.4214(3) 0.0338(8) Uani 1 1 d . . . . . N1 N 0.35922(11) 0.3293(3) 0.6380(3) 0.0299(9) Uani 1 1 d . . . . . C1 C 0.42653(14) 0.2934(4) 0.5769(4) 0.0315(10) Uani 1 1 d . . . . . C13 C 0.33705(14) 0.3727(4) 0.7180(4) 0.0320(11) Uani 1 1 d . . . . . C2 C 0.40128(14) 0.3349(4) 0.6495(4) 0.0315(10) Uani 1 1 d . . . . . C18 C 0.32523(14) 0.4830(4) 0.7186(4) 0.0327(11) Uani 1 1 d . . . . . C3 C 0.42171(15) 0.3805(4) 0.7271(4) 0.0353(11) Uani 1 1 d . . . . . H3 H 0.406001 0.409535 0.777657 0.042 Uiso 1 1 calc R . . . . C19 C 0.33907(18) 0.1877(4) 0.8019(4) 0.0409(13) Uani 1 1 d . . . . . H19 H 0.344947 0.162882 0.735892 0.049 Uiso 1 1 calc R . . . . C14 C 0.32959(15) 0.3089(4) 0.7986(4) 0.0348(11) Uani 1 1 d . . . . . C28 C 0.32008(16) 0.5056(4) 0.3744(4) 0.0353(11) Uani 1 1 d . . . . . H28A H 0.304494 0.548316 0.421385 0.042 Uiso 1 1 calc R . . . . H28B H 0.300635 0.467122 0.332535 0.042 Uiso 1 1 calc R . . . . C4 C 0.46418(16) 0.3850(4) 0.7332(4) 0.0399(12) Uani 1 1 d . . . . . C24 C 0.29810(18) 0.6336(4) 0.6132(5) 0.0459(14) Uani 1 1 d . . . . . H24A H 0.293452 0.682045 0.667137 0.069 Uiso 1 1 calc GR . . . . H24B H 0.273446 0.590738 0.601387 0.069 Uiso 1 1 calc GR . . . . H24C H 0.304598 0.676685 0.556920 0.069 Uiso 1 1 calc GR . . . . C5 C 0.48725(15) 0.3421(4) 0.6591(4) 0.0391(12) Uani 1 1 d . . . . . H5 H 0.516179 0.344191 0.663087 0.047 Uiso 1 1 calc R . . . . C22 C 0.33385(16) 0.5573(4) 0.6355(4) 0.0387(12) Uani 1 1 d . . . . . H22 H 0.338764 0.510965 0.578536 0.046 Uiso 1 1 calc R . . . . C6 C 0.46887(15) 0.2960(4) 0.5790(4) 0.0335(10) Uani 1 1 d . . . . . C27 C 0.34807(16) 0.5781(4) 0.3172(5) 0.0413(13) Uani 1 1 d . . . . . H27A H 0.335777 0.650450 0.306940 0.050 Uiso 1 1 calc R . . . . H27B H 0.354801 0.545261 0.255225 0.050 Uiso 1 1 calc R . . . . C17 C 0.30661(18) 0.5261(4) 0.7992(4) 0.0429(13) Uani 1 1 d . . . . . H17 H 0.298255 0.599883 0.799184 0.052 Uiso 1 1 calc R . . . . C20 C 0.37705(19) 0.1660(5) 0.8626(5) 0.0516(15) Uani 1 1 d . . . . . H20A H 0.400566 0.203649 0.835119 0.077 Uiso 1 1 calc GR . . . . H20B H 0.382476 0.087944 0.864488 0.077 Uiso 1 1 calc GR . . . . H20C H 0.372355 0.192663 0.927102 0.077 Uiso 1 1 calc GR . . . . C25 C 0.38882(14) 0.4696(4) 0.4162(5) 0.0392(13) Uani 1 1 d . . . . . H25A H 0.405286 0.425116 0.372125 0.047 Uiso 1 1 calc R . . . . H25B H 0.401840 0.467885 0.479464 0.047 Uiso 1 1 calc R . . . . C26 C 0.38541(16) 0.5850(4) 0.3806(5) 0.0434(13) Uani 1 1 d . . . . . H26A H 0.409953 0.606573 0.344320 0.052 Uiso 1 1 calc R . . . . H26B H 0.381153 0.636620 0.433289 0.052 Uiso 1 1 calc R . . . . C15 C 0.31055(19) 0.3548(5) 0.8765(5) 0.0471(14) Uani 1 1 d . . . . . H15 H 0.304485 0.310446 0.929709 0.057 Uiso 1 1 calc R . . . . C16 C 0.30013(19) 0.4634(5) 0.8789(5) 0.0487(14) Uani 1 1 d . . . . . H16 H 0.288689 0.494451 0.934396 0.058 Uiso 1 1 calc R . . . . C9 C 0.48370(17) 0.4379(5) 0.8210(5) 0.0487(14) Uani 1 1 d . . . . . C23 C 0.37271(17) 0.6239(5) 0.6539(5) 0.0500(16) Uani 1 1 d . . . . . H23A H 0.377672 0.672480 0.600251 0.075 Uiso 1 1 calc GR . . . . H23B H 0.395996 0.574864 0.661575 0.075 Uiso 1 1 calc GR . . . . H23C H 0.369217 0.666885 0.711741 0.075 Uiso 1 1 calc GR . . . . C21 C 0.30278(19) 0.1225(5) 0.8394(5) 0.0492(15) Uani 1 1 d . . . . . H21A H 0.298617 0.139073 0.906584 0.074 Uiso 1 1 calc GR . . . . H21B H 0.308300 0.044862 0.832005 0.074 Uiso 1 1 calc GR . . . . H21C H 0.278187 0.141698 0.803696 0.074 Uiso 1 1 calc GR . . . . C7 C 0.49492(18) 0.250000 0.500000 0.0323(13) Uani 1 2 d S T P . . C8 C 0.52197(18) 0.3411(6) 0.4595(5) 0.0529(16) Uani 1 1 d . . . . . H8A H 0.504637 0.398860 0.434001 0.079 Uiso 1 1 calc GR . . . . H8B H 0.539156 0.311777 0.408768 0.079 Uiso 1 1 calc GR . . . . H8C H 0.539306 0.370436 0.509830 0.079 Uiso 1 1 calc GR . . . . C10 C 0.4699(2) 0.3789(7) 0.9098(5) 0.072(2) Uani 1 1 d . . . . . H10A H 0.479332 0.303588 0.907483 0.109 Uiso 1 1 calc GR . . . . H10B H 0.440063 0.380369 0.913575 0.109 Uiso 1 1 calc GR . . . . H10C H 0.481458 0.414801 0.965605 0.109 Uiso 1 1 calc GR . . . . C12 C 0.5297(2) 0.4370(9) 0.8177(6) 0.088(3) Uani 1 1 d . . . . . H12A H 0.540518 0.471937 0.874645 0.132 Uiso 1 1 calc GR . . . . H12B H 0.539022 0.476391 0.761457 0.132 Uiso 1 1 calc GR . . . . H12C H 0.539388 0.361891 0.814708 0.132 Uiso 1 1 calc GR . . . . C11 C 0.4698(3) 0.5568(6) 0.8267(6) 0.073(2) Uani 1 1 d . . . . . H11A H 0.439986 0.559737 0.830742 0.110 Uiso 1 1 calc GR . . . . H11B H 0.478900 0.595633 0.769904 0.110 Uiso 1 1 calc GR . . . . H11C H 0.481711 0.590846 0.882947 0.110 Uiso 1 1 calc GR . . . . C35 C 0.3746(7) 0.785(3) 0.943(2) 0.105(9) Uani 0.25 1 d . U . A -1 H35A H 0.390782 0.825717 0.988551 0.158 Uiso 0.25 1 calc GR . . A -1 H35B H 0.372135 0.826181 0.883831 0.158 Uiso 0.25 1 calc GR . . A -1 H35C H 0.388070 0.715254 0.929477 0.158 Uiso 0.25 1 calc GR . . A -1 C29 C 0.3327(6) 0.7637(19) 0.9827(13) 0.090(6) Uani 0.25 1 d G U . A -1 C30 C 0.3276(7) 0.7047(19) 1.0659(13) 0.087(6) Uani 0.25 1 d G U . A -1 H30 H 0.350934 0.677567 1.097857 0.105 Uiso 0.25 1 calc R . . A -1 C31 C 0.2895(8) 0.685(2) 1.1029(14) 0.088(6) Uani 0.25 1 d G U . A -1 H31 H 0.286678 0.644097 1.159789 0.106 Uiso 0.25 1 calc R . . A -1 C32 C 0.2551(6) 0.724(3) 1.0565(18) 0.089(7) Uani 0.25 1 d G U . A -1 H32 H 0.228656 0.710146 1.081335 0.107 Uiso 0.25 1 calc R . . A -1 C33 C 0.2596(6) 0.783(3) 0.9739(18) 0.090(7) Uani 0.25 1 d G U . A -1 H33 H 0.236161 0.809946 0.942276 0.108 Uiso 0.25 1 calc R . . A -1 C34 C 0.2979(7) 0.802(2) 0.9372(13) 0.092(7) Uani 0.25 1 d G U . A -1 H34 H 0.300617 0.842717 0.880266 0.110 Uiso 0.25 1 calc R . . A -1 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 0.01799(15) 0.01953(16) 0.03665(18) -0.00151(15) 0.000 0.000 P1 0.0204(7) 0.0221(7) 0.0505(10) 0.000 -0.0018(9) 0.000 P2 0.0217(7) 0.0330(8) 0.0390(9) 0.000 0.000 0.0001(8) O1 0.0179(18) 0.024(2) 0.037(2) -0.003(2) 0.000 0.000 O2 0.0254(16) 0.0244(16) 0.052(2) 0.0012(15) 0.0004(15) -0.0005(13) N1 0.0227(18) 0.0235(19) 0.043(2) -0.0026(17) 0.0029(17) 0.0004(15) C1 0.025(2) 0.025(2) 0.045(3) -0.001(2) -0.002(2) -0.0023(19) C13 0.024(2) 0.026(2) 0.046(3) -0.003(2) -0.001(2) -0.0015(18) C2 0.026(2) 0.021(2) 0.048(3) -0.001(2) 0.000(2) -0.0024(18) C18 0.029(2) 0.025(2) 0.044(3) -0.003(2) 0.003(2) -0.0025(18) C3 0.030(2) 0.030(2) 0.046(3) -0.005(2) 0.000(2) -0.003(2) C19 0.054(3) 0.026(3) 0.043(3) 0.001(2) 0.001(3) 0.003(2) C14 0.039(3) 0.026(3) 0.039(3) 0.002(2) 0.003(2) 0.001(2) C28 0.035(3) 0.023(2) 0.048(3) 0.004(2) -0.001(2) 0.005(2) C4 0.034(3) 0.036(3) 0.049(3) -0.006(2) -0.006(2) -0.005(2) C24 0.046(3) 0.025(2) 0.067(4) 0.002(3) -0.003(3) 0.001(2) C5 0.021(2) 0.043(3) 0.054(3) -0.004(3) -0.003(2) -0.003(2) C22 0.040(3) 0.021(2) 0.055(3) -0.001(2) 0.006(2) 0.001(2) C6 0.030(2) 0.029(2) 0.041(3) -0.004(2) 0.002(2) -0.004(2) C27 0.037(3) 0.025(2) 0.062(4) 0.004(2) 0.004(3) 0.000(2) C17 0.049(3) 0.025(2) 0.055(3) -0.003(2) 0.006(3) 0.004(2) C20 0.056(4) 0.036(3) 0.063(4) 0.000(3) -0.006(3) 0.006(3) C25 0.025(2) 0.025(2) 0.068(4) 0.003(2) 0.003(2) -0.0024(19) C26 0.032(3) 0.029(3) 0.070(4) -0.003(3) 0.006(3) -0.006(2) C15 0.054(4) 0.034(3) 0.054(4) -0.003(3) 0.008(3) -0.001(3) C16 0.061(4) 0.036(3) 0.049(3) -0.010(3) 0.014(3) 0.003(3) C9 0.037(3) 0.054(4) 0.055(4) -0.011(3) -0.007(3) -0.007(3) C23 0.036(3) 0.031(3) 0.082(5) 0.010(3) 0.008(3) -0.001(2) C21 0.058(4) 0.032(3) 0.058(4) 0.003(3) 0.009(3) -0.002(3) C7 0.016(3) 0.040(3) 0.042(3) -0.001(4) 0.000 0.000 C8 0.036(3) 0.072(4) 0.051(3) -0.009(3) 0.006(3) -0.020(3) C10 0.079(5) 0.087(6) 0.052(4) -0.006(4) -0.010(4) -0.019(4) C12 0.036(3) 0.158(9) 0.070(5) -0.041(6) -0.008(3) -0.008(4) C11 0.097(6) 0.056(4) 0.067(5) -0.015(4) -0.023(4) -0.017(4) C35 0.12(2) 0.121(18) 0.078(17) 0.031(16) 0.034(16) -0.038(17) C29 0.144(15) 0.067(11) 0.059(14) 0.002(10) 0.016(9) -0.011(11) C30 0.145(16) 0.061(10) 0.055(13) 0.004(10) 0.016(10) -0.009(11) C31 0.149(16) 0.058(10) 0.058(14) 0.003(10) 0.016(10) -0.011(12) C32 0.148(16) 0.060(10) 0.059(14) 0.005(11) 0.015(11) -0.010(12) C33 0.151(16) 0.062(10) 0.057(15) 0.007(10) 0.013(10) -0.006(13) C34 0.156(16) 0.061(10) 0.058(14) 0.001(10) 0.016(10) -0.005(12) 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' N N 0.0061 0.0033 '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' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 30 13 0 0.0326 15 0 2 0.0848 30 -13 0 0.0502 10 0 -1 0.0457 -6 30 -1 0.0314 -30 -10 1 0.0279 -30 -10 -3 0.0575 -30 11 0 0.0362 -30 -1 3 0.0589 -30 -14 7 0.0591 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 P1 Sm1 P1 58.68(5) . 2 ? P1 Sm1 P2 40.93(3) 2 . ? P1 Sm1 P2 40.93(3) . 3_556 ? P1 Sm1 P2 40.93(3) 2 3_556 ? P1 Sm1 P2 40.93(3) . . ? P2 Sm1 P2 59.86(6) . 3_556 ? O1 Sm1 P1 150.66(3) . . ? O1 Sm1 P1 150.66(3) . 2 ? O1 Sm1 P2 150.07(3) . 3_556 ? O1 Sm1 P2 150.07(3) . . ? O1 Sm1 O2 78.31(7) . 4_556 ? O1 Sm1 O2 78.31(7) . . ? O2 Sm1 P1 127.25(8) 4_556 2 ? O2 Sm1 P1 75.40(8) 4_556 . ? O2 Sm1 P1 127.25(8) . . ? O2 Sm1 P1 75.40(8) . 2 ? O2 Sm1 P2 113.27(8) . . ? O2 Sm1 P2 113.27(8) 4_556 3_556 ? O2 Sm1 P2 87.48(8) . 3_556 ? O2 Sm1 P2 87.48(8) 4_556 . ? O2 Sm1 O2 156.63(15) . 4_556 ? N1 Sm1 P1 97.46(9) 4_556 . ? N1 Sm1 P1 97.46(9) . 2 ? N1 Sm1 P1 122.41(9) 4_556 2 ? N1 Sm1 P1 122.41(9) . . ? N1 Sm1 P2 138.00(9) 4_556 . ? N1 Sm1 P2 85.34(10) . . ? N1 Sm1 P2 137.99(9) . 3_556 ? N1 Sm1 P2 85.34(10) 4_556 3_556 ? N1 Sm1 O1 67.55(9) . . ? N1 Sm1 O1 67.55(9) 4_556 . ? N1 Sm1 O2 85.61(13) 4_556 4_556 ? N1 Sm1 O2 85.52(13) 4_556 . ? N1 Sm1 O2 85.61(13) . . ? N1 Sm1 O2 85.52(13) . 4_556 ? N1 Sm1 N1 135.10(18) . 4_556 ? Sm1 P1 Sm1 121.32(5) 2 . ? P2 P1 Sm1 69.98(3) 3_556 2 ? P2 P1 Sm1 69.98(3) 3_556 . ? P2 P1 Sm1 69.98(3) . 2 ? P2 P1 Sm1 69.98(3) . . ? P2 P1 P2 91.38(9) . 3_556 ? Sm1 P2 Sm1 120.14(6) 2 . ? P1 P2 Sm1 69.08(4) 2 . ? P1 P2 Sm1 69.08(4) 2 2 ? P1 P2 Sm1 69.08(4) . . ? P1 P2 Sm1 69.08(4) . 2 ? P1 P2 P1 88.62(9) . 2 ? C1 O1 Sm1 120.0(2) 4_556 . ? C1 O1 Sm1 120.0(2) . . ? C1 O1 C1 120.0(5) . 4_556 ? C28 O2 Sm1 130.0(3) . . ? C25 O2 Sm1 120.9(3) . . ? C25 O2 C28 109.1(4) . . ? C13 N1 Sm1 127.4(3) . . ? C2 N1 Sm1 119.7(3) . . ? C2 N1 C13 112.9(4) . . ? O1 C1 C2 114.2(4) . . ? C6 C1 O1 121.7(5) . . ? C6 C1 C2 124.1(5) . . ? C18 C13 N1 119.9(5) . . ? C14 C13 N1 120.9(4) . . ? C14 C13 C18 119.1(5) . . ? N1 C2 C1 118.5(4) . . ? N1 C2 C3 125.8(5) . . ? C3 C2 C1 115.7(4) . . ? C13 C18 C22 121.7(5) . . ? C17 C18 C13 119.4(5) . . ? C17 C18 C22 118.8(4) . . ? C2 C3 H3 118.7 . . ? C4 C3 C2 122.7(5) . . ? C4 C3 H3 118.7 . . ? C14 C19 H19 108.1 . . ? C14 C19 C20 110.6(5) . . ? C14 C19 C21 111.5(5) . . ? C20 C19 H19 108.1 . . ? C21 C19 H19 108.1 . . ? C21 C19 C20 110.2(5) . . ? C13 C14 C19 122.5(5) . . ? C15 C14 C13 119.6(5) . . ? C15 C14 C19 117.8(5) . . ? O2 C28 H28A 110.8 . . ? O2 C28 H28B 110.8 . . ? O2 C28 C27 104.7(4) . . ? H28A C28 H28B 108.9 . . ? C27 C28 H28A 110.8 . . ? C27 C28 H28B 110.8 . . ? C3 C4 C9 118.7(5) . . ? C5 C4 C3 118.7(5) . . ? C5 C4 C9 122.6(5) . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? C4 C5 H5 119.1 . . ? C4 C5 C6 121.7(5) . . ? C6 C5 H5 119.1 . . ? C18 C22 C24 112.8(4) . . ? C18 C22 H22 107.9 . . ? C18 C22 C23 110.3(5) . . ? C24 C22 H22 107.9 . . ? C24 C22 C23 109.8(4) . . ? C23 C22 H22 107.9 . . ? C1 C6 C5 117.1(5) . . ? C1 C6 C7 122.6(5) . . ? C5 C6 C7 120.3(4) . . ? C28 C27 H27A 111.4 . . ? C28 C27 H27B 111.4 . . ? C28 C27 C26 102.0(5) . . ? H27A C27 H27B 109.2 . . ? C26 C27 H27A 111.4 . . ? C26 C27 H27B 111.4 . . ? C18 C17 H17 119.4 . . ? C16 C17 C18 121.1(5) . . ? C16 C17 H17 119.4 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20B 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O2 C25 H25A 110.6 . . ? O2 C25 H25B 110.6 . . ? O2 C25 C26 105.8(4) . . ? H25A C25 H25B 108.7 . . ? C26 C25 H25A 110.6 . . ? C26 C25 H25B 110.6 . . ? C27 C26 H26A 111.4 . . ? C27 C26 H26B 111.4 . . ? C25 C26 C27 101.7(4) . . ? C25 C26 H26A 111.4 . . ? C25 C26 H26B 111.4 . . ? H26A C26 H26B 109.3 . . ? C14 C15 H15 119.2 . . ? C16 C15 C14 121.7(6) . . ? C16 C15 H15 119.2 . . ? C17 C16 C15 119.0(6) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C10 C9 C4 109.8(5) . . ? C10 C9 C11 109.0(6) . . ? C12 C9 C4 112.8(5) . . ? C12 C9 C10 108.6(6) . . ? C12 C9 C11 107.8(6) . . ? C11 C9 C4 108.9(5) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C6 C7 C6 111.4(5) 4_556 . ? C6 C7 C8 108.9(3) 4_556 . ? C6 C7 C8 108.9(3) . 4_556 ? C6 C7 C8 109.0(3) . . ? C6 C7 C8 109.0(3) 4_556 4_556 ? C8 C7 C8 109.8(6) . 4_556 ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? H35A C35 H35B 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C29 C35 H35A 109.5 . . ? C29 C35 H35B 109.5 . . ? C29 C35 H35C 109.5 . . ? C30 C29 C35 121.1 . . ? C30 C29 C34 118.0 . . ? C34 C29 C35 120.9 . . ? C29 C30 H30 119.2 . . ? C31 C30 C29 121.7 . . ? C31 C30 H30 119.2 . . ? C30 C31 H31 120.2 . . ? C30 C31 C32 119.5 . . ? C32 C31 H31 120.2 . . ? C31 C32 H32 120.2 . . ? C33 C32 C31 119.7 . . ? C33 C32 H32 120.2 . . ? C32 C33 H33 119.8 . . ? C34 C33 C32 120.4 . . ? C34 C33 H33 119.8 . . ? C29 C34 H34 119.6 . . ? C33 C34 C29 120.8 . . ? C33 C34 H34 119.6 . . ? 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 P1 3.0727(8) 2 ? Sm1 P1 3.0727(8) . ? Sm1 P2 3.0908(10) 3_556 ? Sm1 P2 3.0908(10) . ? Sm1 O1 2.408(4) . ? Sm1 O2 2.523(3) . ? Sm1 O2 2.523(3) 4_556 ? Sm1 N1 2.360(4) 4_556 ? Sm1 N1 2.360(4) . ? P1 P2 2.1552(18) . ? P1 P2 2.1553(18) 3_556 ? O1 C1 1.398(5) . ? O1 C1 1.398(5) 4_556 ? O2 C28 1.460(6) . ? O2 C25 1.451(5) . ? N1 C13 1.446(6) . ? N1 C2 1.390(6) . ? C1 C2 1.414(7) . ? C1 C6 1.388(6) . ? C13 C18 1.415(7) . ? C13 C14 1.405(7) . ? C2 C3 1.402(7) . ? C18 C22 1.516(8) . ? C18 C17 1.396(7) . ? C3 H3 0.9500 . ? C3 C4 1.396(7) . ? C19 H19 1.0000 . ? C19 C14 1.528(7) . ? C19 C20 1.536(8) . ? C19 C21 1.531(8) . ? C14 C15 1.386(8) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C28 C27 1.514(7) . ? C4 C5 1.394(8) . ? C4 C9 1.541(8) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C24 C22 1.536(7) . ? C5 H5 0.9500 . ? C5 C6 1.403(7) . ? C22 H22 1.0000 . ? C22 C23 1.538(7) . ? C6 C7 1.515(6) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C27 C26 1.518(8) . ? C17 H17 0.9500 . ? C17 C16 1.382(8) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C25 C26 1.514(7) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C15 H15 0.9500 . ? C15 C16 1.384(8) . ? C16 H16 0.9500 . ? C9 C10 1.519(10) . ? C9 C12 1.508(8) . ? C9 C11 1.538(9) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C7 C8 1.541(7) . ? C7 C8 1.541(7) 4_556 ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C35 C29 1.5062 . ? C29 C30 1.3924 . ? C29 C34 1.3930 . ? C30 H30 0.9500 . ? C30 C31 1.3762 . ? C31 H31 0.9500 . ? C31 C32 1.3910 . ? C32 H32 0.9500 . ? C32 C33 1.3815 . ? C33 H33 0.9500 . ? C33 C34 1.3808 . ? C34 H34 0.9500 . ? 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 Sm1 O1 C1 C2 -0.3(5) . . . . ? Sm1 O1 C1 C6 -179.2(4) . . . . ? Sm1 O2 C28 C27 -163.5(3) . . . . ? Sm1 O2 C25 C26 -170.5(3) . . . . ? Sm1 N1 C13 C18 -89.7(5) . . . . ? Sm1 N1 C13 C14 95.0(5) . . . . ? Sm1 N1 C2 C1 0.6(6) . . . . ? Sm1 N1 C2 C3 179.4(4) . . . . ? O1 C1 C2 N1 -0.2(6) . . . . ? O1 C1 C2 C3 -179.1(4) . . . . ? O1 C1 C6 C5 179.4(4) . . . . ? O1 C1 C6 C7 -1.5(7) . . . . ? O2 C28 C27 C26 -34.7(5) . . . . ? O2 C25 C26 C27 -31.8(6) . . . . ? N1 C13 C18 C22 2.2(7) . . . . ? N1 C13 C18 C17 -175.1(5) . . . . ? N1 C13 C14 C19 -8.3(7) . . . . ? N1 C13 C14 C15 175.9(5) . . . . ? N1 C2 C3 C4 -178.8(5) . . . . ? C1 O1 C1 C2 179.7(5) 4_556 . . . ? C1 O1 C1 C6 0.8(4) 4_556 . . . ? C1 C2 C3 C4 -0.1(7) . . . . ? C1 C6 C7 C6 0.8(4) . . . 4_556 ? C1 C6 C7 C8 -119.4(6) . . . 4_556 ? C1 C6 C7 C8 120.9(6) . . . . ? C13 N1 C2 C1 178.9(4) . . . . ? C13 N1 C2 C3 -2.3(7) . . . . ? C13 C18 C22 C24 139.2(5) . . . . ? C13 C18 C22 C23 -97.7(6) . . . . ? C13 C18 C17 C16 1.1(8) . . . . ? C13 C14 C15 C16 -2.8(9) . . . . ? C2 N1 C13 C18 92.1(5) . . . . ? C2 N1 C13 C14 -83.2(6) . . . . ? C2 C1 C6 C5 0.6(8) . . . . ? C2 C1 C6 C7 179.6(4) . . . . ? C2 C3 C4 C5 -0.2(8) . . . . ? C2 C3 C4 C9 179.3(5) . . . . ? C18 C13 C14 C19 176.3(5) . . . . ? C18 C13 C14 C15 0.6(8) . . . . ? C18 C17 C16 C15 -3.2(9) . . . . ? C3 C4 C5 C6 0.6(8) . . . . ? C3 C4 C9 C10 58.8(7) . . . . ? C3 C4 C9 C12 -180.0(7) . . . . ? C3 C4 C9 C11 -60.4(7) . . . . ? C19 C14 C15 C16 -178.7(6) . . . . ? C14 C13 C18 C22 177.6(5) . . . . ? C14 C13 C18 C17 0.3(7) . . . . ? C14 C15 C16 C17 4.1(10) . . . . ? C28 O2 C25 C26 10.6(6) . . . . ? C28 C27 C26 C25 40.3(5) . . . . ? C4 C5 C6 C1 -0.9(8) . . . . ? C4 C5 C6 C7 -179.9(5) . . . . ? C5 C4 C9 C10 -121.7(7) . . . . ? C5 C4 C9 C12 -0.5(9) . . . . ? C5 C4 C9 C11 119.0(7) . . . . ? C5 C6 C7 C6 179.7(6) . . . 4_556 ? C5 C6 C7 C8 59.6(6) . . . 4_556 ? C5 C6 C7 C8 -60.2(6) . . . . ? C22 C18 C17 C16 -176.4(5) . . . . ? C6 C1 C2 N1 178.7(5) . . . . ? C6 C1 C2 C3 -0.2(8) . . . . ? C17 C18 C22 C24 -43.4(7) . . . . ? C17 C18 C22 C23 79.7(6) . . . . ? C20 C19 C14 C13 106.2(6) . . . . ? C20 C19 C14 C15 -78.0(7) . . . . ? C25 O2 C28 C27 15.3(6) . . . . ? C9 C4 C5 C6 -178.8(5) . . . . ? C21 C19 C14 C13 -130.8(6) . . . . ? C21 C19 C14 C15 45.0(7) . . . . ? C35 C29 C30 C31 -179.6 . . . . ? C35 C29 C34 C33 179.7 . . . . ? C29 C30 C31 C32 0.1 . . . . ? C30 C29 C34 C33 0.2 . . . . ? C30 C31 C32 C33 -0.2 . . . . ? C31 C32 C33 C34 0.3 . . . . ? C32 C33 C34 C29 -0.3 . . . . ? C34 C29 C30 C31 -0.1 . . . . ?