#------------------------------------------------------------------------------ #$Date: 2020-10-06 14:23:14 +0300 (Tue, 06 Oct 2020) $ #$Revision: 258015 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240585.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_7240585 loop_ _publ_author_name 'Riebe, Steffen' 'Zimmermann, Alexander' 'Koch, Johannes' 'Vallet, Cecilia' 'Knauer, Shirley K.' 'Sowa, Andrea' 'W\"olper, Christoph' 'Voskuhl, Jens' _publ_section_title ; Lipofection with estrone-based luminophores featuring aggregation-induced emission properties ; _journal_issue 33 _journal_name_full 'RSC Advances' _journal_page_first 19643 _journal_page_last 19647 _journal_paper_doi 10.1039/D0RA03608K _journal_volume 10 _journal_year 2020 _chemical_absolute_configuration rm _chemical_formula_sum 'C37 H37 N3 O6 S' _chemical_formula_weight 651.75 _space_group_crystal_system tetragonal _space_group_IT_number 92 _space_group_name_Hall 'P 4abw 2nw' _space_group_name_H-M_alt 'P 41 21 2' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2017/1 _audit_update_record ; 2019-07-03 deposited with the CCDC. 2020-05-18 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 8.0733(12) _cell_length_b 8.0733(12) _cell_length_c 101.060(17) _cell_measurement_reflns_used 9415 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 77.86 _cell_measurement_theta_min 5.25 _cell_volume 6586.9(18) _computing_cell_refinement 'Bruker APEX3(v2017.3-0)' _computing_data_collection 'Bruker APEX3(v2017.3-0)' _computing_data_reduction 'Bruker APEX3(v2017.3-0)' _computing_molecular_graphics 'ORTEP/PLATON (Spek)' _computing_publication_material 'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4' _computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_solution 'Bruker APEX3(v2017.3-0)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 7.3910 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'Bruker D8 Venture (Photon II detector)' _diffrn_measurement_method 'Data collection strategy APEX 3/Queen' _diffrn_radiation_monochromator 'multilayer mirror' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0775 _diffrn_reflns_av_unetI/netI 0.0231 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 127 _diffrn_reflns_limit_l_min -127 _diffrn_reflns_number 148830 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.990 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 78.566 _diffrn_reflns_theta_min 3.499 _diffrn_source 'micro-focus sealed tube' _diffrn_source_type 'INCOATEC I\mS 3.0' _exptl_absorpt_coefficient_mu 1.295 _exptl_absorpt_correction_T_max 0.75 _exptl_absorpt_correction_T_min 0.54 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS R.H. Blessing, Acta Cryst. (1995) A51 33-38 ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.314 _exptl_crystal_description tablet _exptl_crystal_F_000 2752 _exptl_crystal_size_max 0.264 _exptl_crystal_size_mid 0.174 _exptl_crystal_size_min 0.120 _refine_diff_density_max 0.365 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.087 _refine_ls_abs_structure_details ; Flack x determined using 2446 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.246(6) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.347 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 431 _refine_ls_number_reflns 7041 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.347 _refine_ls_R_factor_all 0.0989 _refine_ls_R_factor_gt 0.0985 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0001P)^2^+29.0262P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2257 _refine_ls_wR_factor_ref 0.2258 _reflns_Friedel_coverage 0.606 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.986 _reflns_number_gt 6988 _reflns_number_total 7041 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ra03608k2.cif _cod_data_source_block jv_xxxm _cod_depositor_comments ; The following automatic conversions were performed: data item '_atom_sites_solution_secondary' value 'diffmap' was changed to 'difmap'. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 7240585.cif. ; _cod_original_cell_volume 6587(2) _cod_database_code 7240585 _shelx_shelxl_version_number 2017/1 _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. ; _shelx_estimated_absorpt_t_min 0.726 _shelx_estimated_absorpt_t_max 0.860 _shelx_res_file ; TITL jv_xxxm in P4(1)2(1)2 jv_xxxm.res created by SHELXL-2017/1 at 16:03:00 on 01-Jul-2019 CELL 1.54178 8.07330 8.07330 101.06020 90.0000 90.0000 90.0000 ZERR 8.00 0.00120 0.00120 0.01670 0.0000 0.0000 0.0000 LATT -1 SYMM -X, -Y, 0.5+Z SYMM 0.5-Y, 0.5+X, 0.25+Z SYMM 0.5+Y, 0.5-X, 0.75+Z SYMM 0.5-X, 0.5+Y, 0.25-Z SYMM 0.5+X, 0.5-Y, 0.75-Z SYMM Y, X, -Z SYMM -Y, -X, 0.5-Z SFAC C H N O S UNIT 296 296 24 48 8 TEMP -173 SIZE 0.120 0.174 0.264 L.S. 16 ACTA LIST 6 FMAP 2 PLAN 20 WGHT 0.000100 29.026209 FVAR 0.08705 S1 5 0.730397 0.524514 0.336281 11.00000 0.03546 0.02672 = 0.04064 -0.00160 -0.01043 -0.00038 O1 4 0.968167 1.194706 0.349523 11.00000 0.04268 0.02947 = 0.03643 -0.00306 0.00185 -0.01185 O2 4 1.228724 1.528174 0.341402 11.00000 0.04890 0.04908 = 0.06635 -0.01595 0.02802 -0.02171 H2 2 1.269521 1.628264 0.346811 11.00000 0.10297 O3 4 1.087181 1.473358 0.359759 11.00000 0.10381 0.03739 = 0.04107 -0.01014 0.01749 -0.02465 O4 4 0.146938 0.592010 0.300582 11.00000 0.04244 0.01905 = 0.03991 -0.00713 -0.01168 0.00025 O5 4 -0.477397 -0.554218 0.272252 11.00000 0.04236 0.04254 = 0.06588 -0.00140 -0.00005 -0.01981 N1 3 0.579994 0.115491 0.327716 11.00000 0.05003 0.02941 = 0.04587 -0.00047 -0.00681 -0.00286 N2 3 0.248056 1.004189 0.307470 11.00000 0.03659 0.02618 = 0.04402 -0.00145 -0.00446 -0.00343 C1 1 0.560156 0.553005 0.325354 11.00000 0.03015 0.02665 = 0.02921 0.00136 0.00137 0.00481 C2 1 0.481348 0.409789 0.320586 11.00000 0.04224 0.01746 = 0.02957 -0.00070 -0.00031 0.00954 C3 1 0.345736 0.417350 0.312152 11.00000 0.03082 0.02492 = 0.03062 -0.00807 -0.00286 -0.00488 AFIX 43 H3 2 0.296291 0.318619 0.308903 11.00000 -1.20000 AFIX 0 C4 1 0.283848 0.569883 0.308558 11.00000 0.04225 0.01544 = 0.02842 -0.00467 -0.00657 -0.00040 C5 1 0.360629 0.712880 0.313391 11.00000 0.03072 0.01894 = 0.03035 -0.00190 0.00282 0.00476 C6 1 0.496643 0.704071 0.321749 11.00000 0.02330 0.01720 = 0.03391 -0.00541 -0.00165 -0.00645 AFIX 43 H6 2 0.545964 0.802916 0.324988 11.00000 -1.20000 AFIX 0 C7 1 0.538891 0.247771 0.324637 11.00000 0.04230 0.02002 = 0.03466 -0.00465 -0.00719 -0.00732 C8 1 0.293799 0.873871 0.310007 11.00000 0.03079 0.01725 = 0.03251 -0.00508 -0.00557 -0.00250 C9 1 0.797780 0.730003 0.339464 11.00000 0.02739 0.02089 = 0.03915 -0.00001 -0.00790 -0.00241 C10 1 0.909389 0.807206 0.331192 11.00000 0.03594 0.04090 = 0.03615 -0.00749 -0.00074 -0.00171 AFIX 43 H10 2 0.946631 0.751926 0.323445 11.00000 -1.20000 AFIX 0 C11 1 0.967465 0.963380 0.334025 11.00000 0.03565 0.03015 = 0.04002 0.00019 -0.00528 0.00110 AFIX 43 H11 2 1.041975 1.016468 0.328113 11.00000 -1.20000 AFIX 0 C12 1 0.917387 1.043897 0.345531 11.00000 0.03465 0.02762 = 0.03694 0.00352 -0.00651 0.00107 C13 1 0.806096 0.963305 0.353958 11.00000 0.04596 0.02776 = 0.03691 -0.00056 -0.00052 0.00108 AFIX 43 H13 2 0.772891 1.015994 0.361934 11.00000 -1.20000 AFIX 0 C14 1 0.744191 0.810503 0.350960 11.00000 0.03759 0.02603 = 0.03895 -0.00053 -0.00268 -0.00208 AFIX 43 H14 2 0.665475 0.759272 0.356624 11.00000 -1.20000 AFIX 0 C15 1 1.083394 1.279119 0.341530 11.00000 0.03177 0.02851 = 0.03632 0.00296 -0.00332 0.00119 AFIX 23 H15A 2 1.032788 1.307026 0.332890 11.00000 -1.20000 H15B 2 1.181459 1.208324 0.339915 11.00000 -1.20000 AFIX 0 C16 1 1.134699 1.436703 0.348730 11.00000 0.02290 0.02646 = 0.04449 -0.00314 -0.00355 -0.00067 C17 1 0.068945 0.445885 0.296324 11.00000 0.03603 0.01611 = 0.03530 -0.00139 -0.01211 -0.00397 C18 1 -0.075397 0.397421 0.302384 11.00000 0.03056 0.02476 = 0.04095 -0.00545 0.00346 0.00190 AFIX 43 H18 2 -0.124900 0.464210 0.309037 11.00000 -1.20000 AFIX 0 C19 1 -0.148529 0.246358 0.298517 11.00000 0.03229 0.02609 = 0.03964 -0.00547 0.00485 -0.00733 AFIX 43 H19 2 -0.249354 0.212756 0.302552 11.00000 -1.20000 AFIX 0 C20 1 -0.077340 0.145778 0.289000 11.00000 0.03504 0.02451 = 0.02854 0.00041 0.00114 -0.00344 C21 1 -0.149850 -0.027574 0.286217 11.00000 0.03981 0.02728 = 0.02816 -0.00476 0.00064 0.00258 AFIX 13 H21 2 -0.107884 -0.100638 0.293470 11.00000 -1.20000 AFIX 0 C22 1 -0.339619 -0.037454 0.286931 11.00000 0.01561 0.04978 = 0.04455 -0.00941 0.00693 -0.00855 AFIX 23 H22A 2 -0.388086 0.036532 0.280146 11.00000 -1.20000 H22B 2 -0.377086 0.001662 0.295720 11.00000 -1.20000 AFIX 0 C23 1 -0.402812 -0.217078 0.284650 11.00000 0.02284 0.04359 = 0.04040 -0.00448 0.00206 -0.01257 AFIX 23 H23A 2 -0.369004 -0.287824 0.292181 11.00000 -1.20000 H23B 2 -0.525318 -0.216973 0.284214 11.00000 -1.20000 AFIX 0 C24 1 -0.333111 -0.287563 0.271923 11.00000 0.02796 0.03269 = 0.03370 0.00271 -0.00343 0.00306 C25 1 -0.358039 -0.472312 0.269392 11.00000 0.04204 0.02809 = 0.03532 0.00388 -0.01234 -0.00851 C26 1 -0.202919 -0.538463 0.262252 11.00000 0.03442 0.03207 = 0.04823 -0.00829 -0.01077 -0.01008 AFIX 23 H26A 2 -0.152352 -0.630118 0.267355 11.00000 -1.20000 H26B 2 -0.232069 -0.579839 0.253330 11.00000 -1.20000 AFIX 0 C27 1 -0.082823 -0.392030 0.261246 11.00000 0.03660 0.03232 = 0.03111 -0.00771 0.00066 0.00016 AFIX 23 H27A 2 0.033090 -0.427462 0.262732 11.00000 -1.20000 H27B 2 -0.091170 -0.336528 0.252536 11.00000 -1.20000 AFIX 0 C28 1 -0.143915 -0.279951 0.272377 11.00000 0.02205 0.02774 = 0.03036 0.00019 -0.00182 0.00255 AFIX 13 H28 2 -0.110109 -0.334588 0.280837 11.00000 -1.20000 AFIX 0 C29 1 -0.081359 -0.102365 0.273159 11.00000 0.02905 0.02967 = 0.02756 -0.00192 -0.00073 -0.00464 AFIX 13 H29 2 -0.129015 -0.038828 0.265566 11.00000 -1.20000 AFIX 0 C30 1 0.105945 -0.086135 0.272704 11.00000 0.02777 0.03629 = 0.03230 -0.00992 0.00021 0.00207 AFIX 23 H30A 2 0.149370 -0.143027 0.264750 11.00000 -1.20000 H30B 2 0.155081 -0.139322 0.280610 11.00000 -1.20000 AFIX 0 C31 1 0.154425 0.097056 0.272320 11.00000 0.02233 0.04541 = 0.03239 -0.00783 0.00806 -0.00607 AFIX 23 H31A 2 0.275717 0.106807 0.273532 11.00000 -1.20000 H31B 2 0.126576 0.142981 0.263513 11.00000 -1.20000 AFIX 0 C32 1 0.068430 0.197427 0.282802 11.00000 0.02183 0.02893 = 0.03145 0.00279 0.00095 -0.00030 C33 1 0.139307 0.349823 0.286338 11.00000 0.03076 0.02279 = 0.03062 -0.00024 -0.00264 -0.00260 AFIX 43 H33 2 0.235846 0.387755 0.281899 11.00000 -1.20000 AFIX 0 C34 1 -0.410525 -0.205254 0.259620 11.00000 0.02762 0.04531 = 0.04425 0.00421 -0.01244 0.00490 AFIX 137 H34A 2 -0.364714 -0.255971 0.251606 11.00000 -1.50000 H34B 2 -0.385179 -0.086543 0.259661 11.00000 -1.50000 H34C 2 -0.530880 -0.220940 0.259774 11.00000 -1.50000 AFIX 0 RESI 1 SOLV O1 4 1.327216 1.783215 0.352932 11.00000 0.04388 0.04016 = 0.08457 -0.01962 0.00255 -0.01026 N1 3 1.251264 1.990725 0.366665 11.00000 0.07196 0.02396 = 0.06616 -0.00532 -0.03496 0.00828 C1 1 1.229181 1.842167 0.361373 11.00000 0.07195 0.03385 = 0.05866 -0.00785 -0.01650 -0.00120 AFIX 43 H1 2 1.136278 1.778154 0.364044 11.00000 -1.20000 AFIX 0 C2 1 1.389137 2.096492 0.362871 11.00000 0.09504 0.03674 = 0.10801 -0.00154 -0.06546 -0.00634 AFIX 137 H2A 2 1.439195 2.054265 0.354706 11.00000 -1.50000 H2B 2 1.472170 2.096923 0.369945 11.00000 -1.50000 H2C 2 1.348953 2.209558 0.361406 11.00000 -1.50000 AFIX 0 C3 1 1.138125 2.049739 0.376781 11.00000 0.14825 0.05327 = 0.03891 -0.01127 -0.02362 0.05104 AFIX 137 H3A 2 1.077427 2.146217 0.373446 11.00000 -1.50000 H3B 2 1.201000 2.081203 0.384686 11.00000 -1.50000 H3C 2 1.059555 1.961643 0.379042 11.00000 -1.50000 RESI 0 REM ##### AFIX 0 HKLF 4 REM jv_xxxm in P4(1)2(1)2 REM R1 = 0.0985 for 6988 Fo > 4sig(Fo) and 0.0989 for all 7041 data REM 431 parameters refined using 0 restraints END WGHT 0.0000 29.0285 REM Highest difference peak 0.365, deepest hole -0.426, 1-sigma level 0.087 Q1 1 0.4255 0.2144 0.2675 11.00000 0.05 0.36 Q2 1 0.9190 1.2407 0.3284 11.00000 0.05 0.36 Q3 1 0.6562 0.9315 0.3418 11.00000 0.05 0.36 Q4 1 0.7114 0.8627 0.3227 11.00000 0.05 0.34 Q5 1 -0.2122 -0.0306 0.2802 11.00000 0.05 0.34 Q6 1 0.9270 1.4086 0.3252 11.00000 0.05 0.33 Q7 1 -0.4139 -0.0472 0.3085 11.00000 0.05 0.32 Q8 1 1.2678 1.6794 0.3666 11.00000 0.05 0.31 Q9 1 -0.4982 0.1304 0.2727 11.00000 0.05 0.31 Q10 1 1.3205 2.1049 0.3842 11.00000 0.05 0.31 Q11 1 0.2651 -0.2845 0.2603 11.00000 0.05 0.30 Q12 1 -0.0029 -0.3362 0.2688 11.00000 0.05 0.30 Q13 1 -0.5837 -0.1089 0.2949 11.00000 0.05 0.30 Q14 1 0.4846 0.5369 0.3382 11.00000 0.05 0.30 Q15 1 0.0666 -0.2078 0.2892 11.00000 0.05 0.30 Q16 1 1.4548 1.8933 0.3705 11.00000 0.05 0.30 Q17 1 0.3414 0.4852 0.2826 11.00000 0.05 0.29 Q18 1 -0.3055 -0.1324 0.3093 11.00000 0.05 0.29 Q19 1 -0.5243 0.1594 0.2839 11.00000 0.05 0.29 Q20 1 0.1144 -0.3075 0.2634 11.00000 0.05 0.29 ; _shelx_res_checksum 3122 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+1/4' 'y+1/2, -x+1/2, z+3/4' '-x+1/2, y+1/2, -z+1/4' 'x+1/2, -y+1/2, -z+3/4' 'y, x, -z' '-y, -x, -z+1/2' 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 S1 S 0.7304(3) 0.5245(2) 0.33628(2) 0.0343(4) Uani 1 1 d . . . . . O1 O 0.9682(8) 1.1947(7) 0.34952(5) 0.0362(13) Uani 1 1 d . . . . . O2 O 1.2287(9) 1.5282(9) 0.34140(7) 0.0548(18) Uani 1 1 d . . . . . H2 H 1.270(17) 1.628(18) 0.3468(12) 0.10(5) Uiso 1 1 d . . . . . O3 O 1.0872(11) 1.4734(8) 0.35976(6) 0.061(2) Uani 1 1 d . . . . . O4 O 0.1469(7) 0.5920(6) 0.30058(5) 0.0338(13) Uani 1 1 d . . . . . O5 O -0.4774(8) -0.5542(8) 0.27225(7) 0.0503(17) Uani 1 1 d . . . . . N1 N 0.5800(10) 0.1155(9) 0.32772(7) 0.0418(18) Uani 1 1 d . . . . . N2 N 0.2481(9) 1.0042(8) 0.30747(7) 0.0356(15) Uani 1 1 d . . . . . C1 C 0.5602(10) 0.5530(9) 0.32535(7) 0.0287(16) Uani 1 1 d . . . . . C2 C 0.4813(11) 0.4098(9) 0.32059(7) 0.0298(17) Uani 1 1 d . . . . . C3 C 0.3457(10) 0.4173(10) 0.31215(7) 0.0288(16) Uani 1 1 d . . . . . H3 H 0.296291 0.318619 0.308903 0.035 Uiso 1 1 calc R U . . . C4 C 0.2838(10) 0.5699(9) 0.30856(7) 0.0287(16) Uani 1 1 d . . . . . C5 C 0.3606(10) 0.7129(9) 0.31339(7) 0.0267(15) Uani 1 1 d . . . . . C6 C 0.4966(9) 0.7041(8) 0.32175(7) 0.0248(14) Uani 1 1 d . . . . . H6 H 0.545964 0.802916 0.324988 0.030 Uiso 1 1 calc R U . . . C7 C 0.5389(10) 0.2478(9) 0.32464(7) 0.0323(17) Uani 1 1 d . . . . . C8 C 0.2938(10) 0.8739(9) 0.31001(7) 0.0268(16) Uani 1 1 d . . . . . C9 C 0.7978(9) 0.7300(9) 0.33946(7) 0.0291(16) Uani 1 1 d . . . . . C10 C 0.9094(11) 0.8072(11) 0.33119(8) 0.0377(19) Uani 1 1 d . . . . . H10 H 0.946631 0.751926 0.323445 0.045 Uiso 1 1 calc R U . . . C11 C 0.9675(11) 0.9634(10) 0.33403(8) 0.0353(17) Uani 1 1 d . . . . . H11 H 1.041975 1.016468 0.328113 0.042 Uiso 1 1 calc R U . . . C12 C 0.9174(10) 1.0439(10) 0.34553(8) 0.0331(17) Uani 1 1 d . . . . . C13 C 0.8061(11) 0.9633(10) 0.35396(8) 0.0369(18) Uani 1 1 d . . . . . H13 H 0.772891 1.015994 0.361934 0.044 Uiso 1 1 calc R U . . . C14 C 0.7442(11) 0.8105(10) 0.35096(8) 0.0342(18) Uani 1 1 d . . . . . H14 H 0.665475 0.759272 0.356624 0.041 Uiso 1 1 calc R U . . . C15 C 1.0834(10) 1.2791(10) 0.34153(7) 0.0322(16) Uani 1 1 d . . . . . H15A H 1.032788 1.307026 0.332890 0.039 Uiso 1 1 calc R U . . . H15B H 1.181459 1.208324 0.339915 0.039 Uiso 1 1 calc R U . . . C16 C 1.1347(9) 1.4367(10) 0.34873(8) 0.0313(17) Uani 1 1 d . . . . . C17 C 0.0689(10) 0.4459(9) 0.29632(7) 0.0291(17) Uani 1 1 d . . . . . C18 C -0.0754(10) 0.3974(10) 0.30238(8) 0.0321(17) Uani 1 1 d . . . . . H18 H -0.124900 0.464210 0.309037 0.039 Uiso 1 1 calc R U . . . C19 C -0.1485(10) 0.2464(10) 0.29852(8) 0.0327(17) Uani 1 1 d . . . . . H19 H -0.249354 0.212756 0.302552 0.039 Uiso 1 1 calc R U . . . C20 C -0.0773(10) 0.1458(9) 0.28900(7) 0.0294(16) Uani 1 1 d . . . . . C21 C -0.1498(10) -0.0276(10) 0.28622(7) 0.0318(17) Uani 1 1 d . . . . . H21 H -0.107884 -0.100638 0.293470 0.038 Uiso 1 1 calc R U . . . C22 C -0.3396(9) -0.0375(11) 0.28693(9) 0.0366(19) Uani 1 1 d . . . . . H22A H -0.388086 0.036532 0.280146 0.044 Uiso 1 1 calc R U . . . H22B H -0.377086 0.001662 0.295720 0.044 Uiso 1 1 calc R U . . . C23 C -0.4028(10) -0.2171(11) 0.28465(8) 0.0356(18) Uani 1 1 d . . . . . H23A H -0.369004 -0.287824 0.292181 0.043 Uiso 1 1 calc R U . . . H23B H -0.525318 -0.216973 0.284214 0.043 Uiso 1 1 calc R U . . . C24 C -0.3331(10) -0.2876(11) 0.27192(8) 0.0314(17) Uani 1 1 d . . . . . C25 C -0.3580(11) -0.4723(10) 0.26939(8) 0.0352(18) Uani 1 1 d . . . . . C26 C -0.2029(10) -0.5385(11) 0.26225(9) 0.0382(19) Uani 1 1 d . . . . . H26A H -0.152352 -0.630118 0.267355 0.046 Uiso 1 1 calc R U . . . H26B H -0.232069 -0.579839 0.253330 0.046 Uiso 1 1 calc R U . . . C27 C -0.0828(11) -0.3920(10) 0.26125(7) 0.0333(18) Uani 1 1 d . . . . . H27A H 0.033090 -0.427462 0.262732 0.040 Uiso 1 1 calc R U . . . H27B H -0.091170 -0.336528 0.252536 0.040 Uiso 1 1 calc R U . . . C28 C -0.1439(9) -0.2800(10) 0.27238(7) 0.0267(15) Uani 1 1 d . . . . . H28 H -0.110109 -0.334588 0.280837 0.032 Uiso 1 1 calc R U . . . C29 C -0.0814(10) -0.1024(10) 0.27316(7) 0.0288(16) Uani 1 1 d . . . . . H29 H -0.129015 -0.038828 0.265566 0.035 Uiso 1 1 calc R U . . . C30 C 0.1059(10) -0.0861(10) 0.27270(8) 0.0321(17) Uani 1 1 d . . . . . H30A H 0.149370 -0.143027 0.264750 0.039 Uiso 1 1 calc R U . . . H30B H 0.155081 -0.139322 0.280610 0.039 Uiso 1 1 calc R U . . . C31 C 0.1544(10) 0.0971(11) 0.27232(7) 0.0334(18) Uani 1 1 d . . . . . H31A H 0.275717 0.106807 0.273532 0.040 Uiso 1 1 calc R U . . . H31B H 0.126576 0.142981 0.263513 0.040 Uiso 1 1 calc R U . . . C32 C 0.0684(9) 0.1974(10) 0.28280(7) 0.0274(15) Uani 1 1 d . . . . . C33 C 0.1393(10) 0.3498(9) 0.28634(7) 0.0281(16) Uani 1 1 d . . . . . H33 H 0.235846 0.387755 0.281899 0.034 Uiso 1 1 calc R U . . . C34 C -0.4105(10) -0.2053(11) 0.25962(8) 0.0391(19) Uani 1 1 d . . . . . H34A H -0.364714 -0.255971 0.251606 0.059 Uiso 1 1 calc R U . . . H34B H -0.385179 -0.086543 0.259661 0.059 Uiso 1 1 calc R U . . . H34C H -0.530880 -0.220940 0.259774 0.059 Uiso 1 1 calc R U . . . O1_1 O 1.3272(8) 1.7832(9) 0.35293(8) 0.0562(19) Uani 1 1 d . . . . . N1_1 N 1.2513(11) 1.9907(9) 0.36666(8) 0.054(2) Uani 1 1 d . . . . . C1_1 C 1.2292(15) 1.8422(12) 0.36137(10) 0.055(3) Uani 1 1 d . . . . . H1_1 H 1.136278 1.778154 0.364044 0.066 Uiso 1 1 calc R U . . . C2_1 C 1.3891(16) 2.0965(14) 0.36287(13) 0.080(4) Uani 1 1 d . . . . . H2A_1 H 1.439195 2.054265 0.354706 0.120 Uiso 1 1 calc R U . . . H2B_1 H 1.472170 2.096923 0.369945 0.120 Uiso 1 1 calc R U . . . H2C_1 H 1.348953 2.209558 0.361406 0.120 Uiso 1 1 calc R U . . . C3_1 C 1.1381(19) 2.0497(15) 0.37678(9) 0.080(5) Uani 1 1 d . . . . . H3A_1 H 1.077427 2.146217 0.373446 0.120 Uiso 1 1 calc R U . . . H3B_1 H 1.201000 2.081203 0.384686 0.120 Uiso 1 1 calc R U . . . H3C_1 H 1.059555 1.961643 0.379042 0.120 Uiso 1 1 calc R U . . . 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 0.0355(11) 0.0267(9) 0.0406(10) -0.0016(8) -0.0104(8) -0.0004(8) O1 0.043(3) 0.029(3) 0.036(3) -0.003(2) 0.002(3) -0.012(2) O2 0.049(4) 0.049(4) 0.066(4) -0.016(3) 0.028(3) -0.022(3) O3 0.104(6) 0.037(4) 0.041(3) -0.010(3) 0.017(4) -0.025(4) O4 0.042(3) 0.019(3) 0.040(3) -0.007(2) -0.012(3) 0.000(2) O5 0.042(4) 0.043(4) 0.066(4) -0.001(3) 0.000(3) -0.020(3) N1 0.050(5) 0.029(4) 0.046(4) 0.000(3) -0.007(3) -0.003(3) N2 0.037(4) 0.026(4) 0.044(4) -0.001(3) -0.004(3) -0.003(3) C1 0.030(4) 0.027(4) 0.029(3) 0.001(3) 0.001(3) 0.005(3) C2 0.042(5) 0.017(3) 0.030(3) -0.001(3) 0.000(3) 0.010(3) C3 0.031(4) 0.025(4) 0.031(4) -0.008(3) -0.003(3) -0.005(3) C4 0.042(4) 0.015(3) 0.028(3) -0.005(3) -0.007(3) 0.000(3) C5 0.031(4) 0.019(4) 0.030(3) -0.002(3) 0.003(3) 0.005(3) C6 0.023(4) 0.017(3) 0.034(3) -0.005(3) -0.002(3) -0.006(3) C7 0.042(5) 0.020(4) 0.035(4) -0.005(3) -0.007(3) -0.007(3) C8 0.031(4) 0.017(3) 0.033(4) -0.005(3) -0.006(3) -0.002(3) C9 0.027(4) 0.021(3) 0.039(4) 0.000(3) -0.008(3) -0.002(3) C10 0.036(4) 0.041(5) 0.036(4) -0.007(4) -0.001(4) -0.002(4) C11 0.036(4) 0.030(4) 0.040(4) 0.000(3) -0.005(4) 0.001(4) C12 0.035(4) 0.028(4) 0.037(4) 0.004(3) -0.007(3) 0.001(3) C13 0.046(5) 0.028(4) 0.037(4) -0.001(3) -0.001(4) 0.001(4) C14 0.038(5) 0.026(4) 0.039(4) -0.001(3) -0.003(4) -0.002(3) C15 0.032(4) 0.029(4) 0.036(4) 0.003(3) -0.003(3) 0.001(3) C16 0.023(4) 0.026(4) 0.044(4) -0.003(3) -0.004(3) -0.001(3) C17 0.036(4) 0.016(3) 0.035(4) -0.001(3) -0.012(3) -0.004(3) C18 0.031(4) 0.025(4) 0.041(4) -0.005(3) 0.003(3) 0.002(3) C19 0.032(4) 0.026(4) 0.040(4) -0.005(3) 0.005(3) -0.007(3) C20 0.035(4) 0.025(4) 0.029(3) 0.000(3) 0.001(3) -0.003(3) C21 0.040(4) 0.027(4) 0.028(4) -0.005(3) 0.001(3) 0.003(3) C22 0.016(4) 0.050(5) 0.045(4) -0.009(4) 0.007(3) -0.009(4) C23 0.023(4) 0.044(5) 0.040(4) -0.004(4) 0.002(3) -0.013(4) C24 0.028(4) 0.033(4) 0.034(4) 0.003(3) -0.003(3) 0.003(3) C25 0.042(5) 0.028(4) 0.035(4) 0.004(3) -0.012(4) -0.009(4) C26 0.034(4) 0.032(4) 0.048(5) -0.008(4) -0.011(4) -0.010(3) C27 0.037(4) 0.032(4) 0.031(4) -0.008(3) 0.001(3) 0.000(3) C28 0.022(3) 0.028(4) 0.030(4) 0.000(3) -0.002(3) 0.003(3) C29 0.029(4) 0.030(4) 0.028(3) -0.002(3) -0.001(3) -0.005(3) C30 0.028(4) 0.036(4) 0.032(4) -0.010(3) 0.000(3) 0.002(3) C31 0.022(4) 0.045(5) 0.032(4) -0.008(4) 0.008(3) -0.006(3) C32 0.022(4) 0.029(4) 0.031(3) 0.003(3) 0.001(3) 0.000(3) C33 0.031(4) 0.023(4) 0.031(4) 0.000(3) -0.003(3) -0.003(3) C34 0.028(4) 0.045(5) 0.044(4) 0.004(4) -0.012(4) 0.005(4) O1_1 0.044(4) 0.040(4) 0.085(5) -0.020(4) 0.003(4) -0.010(3) N1_1 0.072(6) 0.024(4) 0.066(5) -0.005(3) -0.035(5) 0.008(4) C1_1 0.072(7) 0.034(5) 0.059(6) -0.008(4) -0.016(6) -0.001(5) C2_1 0.095(10) 0.037(6) 0.108(10) -0.002(6) -0.065(8) -0.006(6) C3_1 0.148(13) 0.053(7) 0.039(5) -0.011(5) -0.024(7) 0.051(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 S1 C9 103.2(4) . . ? C12 O1 C15 117.8(6) . . ? C4 O4 C17 115.4(6) . . ? C6 C1 C2 118.1(7) . . ? C6 C1 S1 124.7(6) . . ? C2 C1 S1 117.2(6) . . ? C3 C2 C1 122.1(7) . . ? C3 C2 C7 117.8(7) . . ? C1 C2 C7 120.1(7) . . ? C4 C3 C2 119.1(7) . . ? O4 C4 C3 124.1(7) . . ? O4 C4 C5 116.9(6) . . ? C3 C4 C5 119.0(7) . . ? C6 C5 C4 121.4(7) . . ? C6 C5 C8 119.0(7) . . ? C4 C5 C8 119.6(7) . . ? C1 C6 C5 120.2(7) . . ? N1 C7 C2 177.6(9) . . ? N2 C8 C5 176.8(9) . . ? C10 C9 C14 119.7(7) . . ? C10 C9 S1 120.9(6) . . ? C14 C9 S1 119.3(6) . . ? C11 C10 C9 120.7(8) . . ? C10 C11 C12 120.2(8) . . ? O1 C12 C11 125.7(8) . . ? O1 C12 C13 115.7(7) . . ? C11 C12 C13 118.6(8) . . ? C14 C13 C12 121.4(8) . . ? C13 C14 C9 119.4(8) . . ? O1 C15 C16 108.1(6) . . ? O3 C16 O2 124.9(8) . . ? O3 C16 C15 123.8(8) . . ? O2 C16 C15 111.3(7) . . ? C18 C17 C33 120.7(7) . . ? C18 C17 O4 118.9(7) . . ? C33 C17 O4 120.4(7) . . ? C17 C18 C19 118.6(7) . . ? C20 C19 C18 121.8(7) . . ? C19 C20 C32 119.1(7) . . ? C19 C20 C21 120.1(7) . . ? C32 C20 C21 120.6(7) . . ? C22 C21 C20 114.6(7) . . ? C22 C21 C29 112.0(7) . . ? C20 C21 C29 111.9(7) . . ? C21 C22 C23 111.6(7) . . ? C24 C23 C22 110.8(7) . . ? C23 C24 C25 117.4(7) . . ? C23 C24 C28 109.3(7) . . ? C25 C24 C28 100.1(7) . . ? C23 C24 C34 111.8(7) . . ? C25 C24 C34 103.4(7) . . ? C28 C24 C34 114.3(7) . . ? O5 C25 C24 127.0(9) . . ? O5 C25 C26 124.9(8) . . ? C24 C25 C26 108.1(7) . . ? C27 C26 C25 106.1(7) . . ? C28 C27 C26 101.8(7) . . ? C29 C28 C27 119.3(6) . . ? C29 C28 C24 111.8(7) . . ? C27 C28 C24 106.1(7) . . ? C28 C29 C30 114.2(7) . . ? C28 C29 C21 107.0(6) . . ? C30 C29 C21 110.3(6) . . ? C29 C30 C31 109.8(7) . . ? C32 C31 C30 112.6(6) . . ? C20 C32 C33 119.4(7) . . ? C20 C32 C31 123.0(7) . . ? C33 C32 C31 117.6(7) . . ? C17 C33 C32 120.4(7) . . ? C1_1 N1_1 C2_1 121.9(11) . . ? C1_1 N1_1 C3_1 119.8(11) . . ? C2_1 N1_1 C3_1 118.3(9) . . ? O1_1 C1_1 N1_1 122.1(11) . . ? 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 C1 1.778(8) . ? S1 C9 1.775(8) . ? O1 C12 1.347(10) . ? O1 C15 1.408(9) . ? O2 C16 1.292(10) . ? O3 C16 1.215(10) . ? O4 C4 1.380(9) . ? O4 C17 1.405(9) . ? O5 C25 1.204(10) . ? N1 C7 1.161(10) . ? N2 C8 1.144(10) . ? C1 C6 1.372(10) . ? C1 C2 1.405(11) . ? C2 C3 1.389(11) . ? C2 C7 1.447(10) . ? C3 C4 1.378(10) . ? C4 C5 1.398(10) . ? C5 C6 1.387(10) . ? C5 C8 1.448(10) . ? C9 C10 1.378(11) . ? C9 C14 1.400(11) . ? C10 C11 1.375(12) . ? C11 C12 1.392(11) . ? C12 C13 1.399(12) . ? C13 C14 1.365(11) . ? C15 C16 1.523(11) . ? C17 C18 1.373(11) . ? C17 C33 1.394(11) . ? C18 C19 1.410(11) . ? C19 C20 1.384(11) . ? C20 C32 1.397(10) . ? C20 C21 1.543(11) . ? C21 C22 1.536(11) . ? C21 C29 1.553(10) . ? C22 C23 1.554(12) . ? C23 C24 1.515(11) . ? C24 C25 1.527(12) . ? C24 C28 1.529(10) . ? C24 C34 1.542(10) . ? C25 C26 1.541(12) . ? C26 C27 1.532(11) . ? C27 C28 1.526(10) . ? C28 C29 1.522(11) . ? C29 C30 1.519(11) . ? C30 C31 1.530(12) . ? C31 C32 1.504(10) . ? C32 C33 1.403(10) . ? O1_1 C1_1 1.257(13) . ? N1_1 C1_1 1.325(11) . ? N1_1 C2_1 1.454(15) . ? N1_1 C3_1 1.451(14) . ?