#------------------------------------------------------------------------------ #$Date: 2025-08-21 23:24:23 +0100 (Thu, 21 Aug 2025) $ #$Revision: 301857 $ #$URL: svn://www.crystallography.net/cod/cif/7/11/22/7112267.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_7112267 loop_ _publ_author_name 'Sues, Peter E.' 'Lough, Alan J.' 'Morris, Robert H.' _publ_section_title ; A sulfur mimic of 1,1-bis(diphenylphosphino)methane: a new ligand opens up. ; _journal_issue 36 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 4707 _journal_page_last 4710 _journal_paper_doi 10.1039/c3cc49456j _journal_volume 50 _journal_year 2014 _chemical_formula_moiety 'C24 H44 P2 S' _chemical_formula_sum 'C24 H44 P2 S' _chemical_formula_weight 426.59 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2013 _cell_angle_alpha 90 _cell_angle_beta 110.251(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.6898(9) _cell_length_b 21.4377(19) _cell_length_c 11.299(1) _cell_measurement_reflns_used 7631 _cell_measurement_temperature 147(2) _cell_measurement_theta_max 27.54 _cell_measurement_theta_min 2.70 _cell_volume 2429.3(4) _computing_cell_refinement APEX2 _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_molecular_graphics 'PLATON (Spek, 2009)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 147(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_unetI/netI 0.0272 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.992 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 22191 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.992 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.560 _diffrn_reflns_theta_min 1.900 _diffrn_source 'sealed tube with Bruker Triumph monochromator' _exptl_absorpt_coefficient_mu 0.273 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.6413 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.166 _exptl_crystal_description plate _exptl_crystal_F_000 936 _exptl_crystal_size_max 0.330 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.150 _refine_diff_density_max 0.637 _refine_diff_density_min -0.277 _refine_diff_density_rms 0.058 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 269 _refine_ls_number_reflns 5579 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.029 _refine_ls_R_factor_all 0.0549 _refine_ls_R_factor_gt 0.0433 _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^)+(0.0568P)^2^+1.6846P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1094 _refine_ls_wR_factor_ref 0.1171 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4642 _reflns_number_total 5579 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c3cc49456j2.cif _cod_data_source_block 2 _cod_database_code 7112267 #BEGIN Tags that were not found in dictionaries: _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 0.915 _shelx_estimated_absorpt_t_max 0.960 _shelxl_version_number 2013-3 _shelx_res_file ; TITL mo_d13212_0m in P2(1)/c CELL 0.71073 10.6898 21.4377 11.2990 90.000 110.251 90.000 ZERR 4.00 0.0009 0.0019 0.0010 0.000 0.002 0.000 LATT 1 SYMM -x, y+1/2, -z+1/2 SFAC C H P S UNIT 96 176 8 4 TEMP -126.160 SIZE 0.150 0.250 0.330 ACTA L.S. 4 FMAP 2 PLAN 20 HTAB BOND $H CONF WGHT 0.056800 1.684600 FVAR 0.14228 0.74135 S1 4 0.727426 0.647149 0.944954 11.00000 0.03171 0.03406 = 0.02039 -0.00240 0.00707 0.00168 P1 3 0.683029 0.640905 0.760807 11.00000 0.02107 0.01921 = 0.02121 -0.00109 0.00515 0.00040 P2 3 0.596424 0.550847 0.671951 11.00000 0.01898 0.01952 = 0.02435 -0.00155 0.00732 -0.00094 PART 1 C1 1 0.548210 0.696378 0.678775 21.00000 0.02050 0.02202 = 0.02534 0.00460 0.00889 0.00235 AFIX 13 H1A 2 0.466621 0.680853 0.693539 21.00000 -1.20000 AFIX 0 C2 1 0.511839 0.699564 0.534808 21.00000 0.04374 0.03863 = 0.02858 0.00527 0.01094 0.01596 AFIX 23 H2A 2 0.497690 0.657033 0.498432 21.00000 -1.20000 H2B 2 0.584849 0.719508 0.513487 21.00000 -1.20000 AFIX 0 C3 1 0.380757 0.738887 0.480213 21.00000 0.05241 0.07484 = 0.02901 0.00076 -0.00533 0.03692 AFIX 23 H3A 2 0.355239 0.741645 0.387378 21.00000 -1.20000 H3B 2 0.307774 0.717513 0.499161 21.00000 -1.20000 AFIX 0 C4 1 0.397269 0.801860 0.533435 21.00000 0.03328 0.03540 = 0.05871 0.02331 0.01839 0.01468 AFIX 23 H4A 2 0.311374 0.824450 0.500085 21.00000 -1.20000 H4B 2 0.463533 0.824788 0.506913 21.00000 -1.20000 AFIX 0 C5 1 0.442046 0.800448 0.672888 21.00000 0.04565 0.02654 = 0.05388 -0.01151 -0.00179 0.02246 AFIX 23 H5A 2 0.370699 0.782089 0.699054 21.00000 -1.20000 H5B 2 0.457329 0.843699 0.705443 21.00000 -1.20000 AFIX 0 C6 1 0.571405 0.762294 0.731948 21.00000 0.04423 0.02560 = 0.05708 -0.01252 -0.00878 0.01090 AFIX 23 H6A 2 0.645377 0.782057 0.711898 21.00000 -1.20000 H6B 2 0.595933 0.761066 0.824818 21.00000 -1.20000 AFIX 0 PART 2 C1A 1 0.582784 0.707067 0.660985 -21.00000 0.02700 AFIX 13 H1A1 2 0.646151 0.731537 0.631595 -21.00000 -1.20000 AFIX 0 C2A 1 0.468428 0.687463 0.542418 -21.00000 0.02118 AFIX 23 H2A1 2 0.504565 0.661231 0.489667 -21.00000 -1.20000 H2A2 2 0.404801 0.661701 0.567391 -21.00000 -1.20000 AFIX 0 C3A 1 0.397263 0.739807 0.467644 -21.00000 0.03404 AFIX 23 H3A1 2 0.320394 0.724192 0.396168 -21.00000 -1.20000 H3A2 2 0.457129 0.762610 0.432644 -21.00000 -1.20000 AFIX 0 C4A 1 0.345327 0.786313 0.551446 -21.00000 0.03974 AFIX 23 H4A1 2 0.313053 0.825390 0.504006 -21.00000 -1.20000 H4A2 2 0.269753 0.766905 0.569376 -21.00000 -1.20000 AFIX 0 C5A 1 0.455605 0.801127 0.674054 -21.00000 0.06271 AFIX 23 H5A1 2 0.514671 0.832705 0.656810 -21.00000 -1.20000 H5A2 2 0.415091 0.820439 0.731787 -21.00000 -1.20000 AFIX 0 C6A 1 0.537162 0.749265 0.738949 -21.00000 0.03077 AFIX 23 H6A1 2 0.485726 0.724691 0.780574 -21.00000 -1.20000 H6A2 2 0.616424 0.766150 0.806149 -21.00000 -1.20000 AFIX 0 PART 0 C7 1 0.490650 0.528040 0.766833 11.00000 0.01877 0.02760 = 0.02595 0.00094 0.00925 0.00051 AFIX 13 H7A 2 0.549767 0.522050 0.856551 11.00000 -1.20000 AFIX 0 C8 1 0.426473 0.465185 0.714544 11.00000 0.02607 0.02575 = 0.03456 0.00124 0.01377 -0.00207 AFIX 23 H8A 2 0.372952 0.469948 0.623952 11.00000 -1.20000 H8B 2 0.497482 0.434227 0.721846 11.00000 -1.20000 AFIX 0 C9 1 0.336858 0.440968 0.784616 11.00000 0.03254 0.03522 = 0.04916 0.00710 0.02045 -0.00400 AFIX 23 H9A 2 0.293460 0.401741 0.744834 11.00000 -1.20000 H9B 2 0.391881 0.431683 0.873214 11.00000 -1.20000 AFIX 0 C10 1 0.230749 0.488524 0.782128 11.00000 0.02350 0.05095 = 0.05275 0.00250 0.01979 -0.00514 AFIX 23 H10A 2 0.178171 0.473021 0.832982 11.00000 -1.20000 H10B 2 0.169304 0.494276 0.694305 11.00000 -1.20000 AFIX 0 C11 1 0.294305 0.550611 0.834659 11.00000 0.02615 0.04574 = 0.04665 -0.00256 0.01973 0.00430 AFIX 23 H11A 2 0.348838 0.545513 0.924908 11.00000 -1.20000 H11B 2 0.223417 0.581441 0.828666 11.00000 -1.20000 AFIX 0 C12 1 0.382559 0.575256 0.763267 11.00000 0.02218 0.02841 = 0.04076 -0.00247 0.01159 0.00130 AFIX 23 H12A 2 0.326894 0.583783 0.674511 11.00000 -1.20000 H12B 2 0.424679 0.614922 0.801869 11.00000 -1.20000 AFIX 0 C13 1 0.833930 0.650756 0.718261 11.00000 0.02419 0.02313 = 0.02964 -0.00276 0.00862 -0.00507 AFIX 13 H13A 2 0.897999 0.618544 0.768629 11.00000 -1.20000 AFIX 0 C14 1 0.903069 0.712980 0.761949 11.00000 0.04709 0.02960 = 0.04354 -0.00239 0.01898 -0.01193 AFIX 23 H14A 2 0.913308 0.720269 0.851344 11.00000 -1.20000 H14B 2 0.848516 0.747237 0.710800 11.00000 -1.20000 AFIX 0 C15 1 1.040722 0.712130 0.747450 11.00000 0.03069 0.03738 = 0.05929 0.00802 0.00793 -0.01331 AFIX 23 H15A 2 1.084507 0.753054 0.773521 11.00000 -1.20000 H15B 2 1.096920 0.679904 0.803937 11.00000 -1.20000 AFIX 0 C16 1 1.030982 0.698783 0.614503 11.00000 0.03282 0.07006 = 0.06864 0.00863 0.02753 -0.00773 AFIX 23 H16A 2 1.121756 0.695977 0.610216 11.00000 -1.20000 H16B 2 0.983805 0.733517 0.559298 11.00000 -1.20000 AFIX 0 C17 1 0.957030 0.638332 0.567380 11.00000 0.04253 0.07955 = 0.06491 -0.02040 0.03366 -0.01105 AFIX 23 H17A 2 1.010445 0.603045 0.615642 11.00000 -1.20000 H17B 2 0.946538 0.632490 0.477531 11.00000 -1.20000 AFIX 0 C18 1 0.818941 0.637599 0.580827 11.00000 0.02958 0.05150 = 0.03434 -0.00762 0.01596 -0.00759 AFIX 23 H18A 2 0.761302 0.669716 0.525261 11.00000 -1.20000 H18B 2 0.776486 0.596377 0.555091 11.00000 -1.20000 AFIX 0 C19 1 0.746680 0.498412 0.734115 11.00000 0.01882 0.01947 = 0.03120 -0.00106 0.01051 0.00035 AFIX 13 H19A 2 0.824794 0.524072 0.734094 11.00000 -1.20000 AFIX 0 C20 1 0.736346 0.444730 0.641528 11.00000 0.02915 0.02674 = 0.02923 -0.00335 0.01162 0.00157 AFIX 23 H20A 2 0.660980 0.417249 0.638834 11.00000 -1.20000 H20B 2 0.718378 0.461825 0.555827 11.00000 -1.20000 AFIX 0 C21 1 0.865251 0.406702 0.681059 11.00000 0.02843 0.02927 = 0.04504 -0.01198 0.01700 -0.00051 AFIX 23 H21A 2 0.854475 0.371172 0.622382 11.00000 -1.20000 H21B 2 0.938757 0.433203 0.675264 11.00000 -1.20000 AFIX 0 C22 1 0.901309 0.382197 0.814598 11.00000 0.02535 0.02544 = 0.04520 -0.00590 0.00613 0.00684 AFIX 23 H22A 2 0.988080 0.360281 0.838987 11.00000 -1.20000 H22B 2 0.833019 0.351800 0.818249 11.00000 -1.20000 AFIX 0 C23 1 0.910171 0.435100 0.907304 11.00000 0.02445 0.03305 = 0.03655 -0.00624 0.00162 0.00871 AFIX 23 H23A 2 0.985821 0.462653 0.911207 11.00000 -1.20000 H23B 2 0.927673 0.417466 0.992510 11.00000 -1.20000 AFIX 0 C24 1 0.781379 0.473691 0.868886 11.00000 0.02360 0.02690 = 0.02831 -0.00306 0.00630 0.00578 AFIX 23 H24A 2 0.707348 0.447435 0.874266 11.00000 -1.20000 H24B 2 0.792797 0.509154 0.927825 11.00000 -1.20000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM mo_d13212_0m in P2(1)/c REM R1 = 0.0433 for 4642 Fo > 4sig(Fo) and 0.0549 for all 5579 data REM 269 parameters refined using 0 restraints END WGHT 0.0567 1.6881 REM Instructions for potential hydrogen bonds HTAB C6 S1 HTAB C14 S1 REM Highest difference peak 0.637, deepest hole -0.277, 1-sigma level 0.058 Q1 1 0.5362 0.5907 0.6373 11.00000 0.05 0.64 Q2 1 0.8928 0.6675 0.4999 11.00000 0.05 0.63 Q3 1 0.7427 0.6112 0.9601 11.00000 0.05 0.62 Q4 1 0.7280 0.5972 0.7815 11.00000 0.05 0.62 Q5 1 0.6595 0.5770 0.7975 11.00000 0.05 0.59 Q6 1 0.9507 0.6609 0.7776 11.00000 0.05 0.56 Q7 1 0.6443 0.6200 0.6218 11.00000 0.05 0.51 Q8 1 1.0342 0.6611 0.5948 11.00000 0.05 0.43 Q9 1 0.6170 0.6737 0.7129 11.00000 0.05 0.40 Q10 1 0.6375 0.5970 0.7056 11.00000 0.05 0.35 Q11 1 0.4497 0.5554 0.7516 11.00000 0.05 0.34 Q12 1 0.7497 0.4781 0.6702 11.00000 0.05 0.34 Q13 1 0.6723 0.5190 0.6952 11.00000 0.05 0.34 Q14 1 0.8398 0.4561 0.8853 11.00000 0.05 0.34 Q15 1 0.7714 0.4995 0.8183 11.00000 0.05 0.33 Q16 1 0.8269 0.6449 0.6443 11.00000 0.05 0.32 Q17 1 0.5177 0.6911 0.6077 11.00000 0.05 0.31 Q18 1 0.5442 0.5390 0.7331 11.00000 0.05 0.31 Q19 1 0.3235 0.5609 0.7851 11.00000 0.05 0.30 Q20 1 0.7921 0.6672 0.6594 11.00000 0.05 0.30 ; _shelx_res_checksum 10602 #END Tags that were not found in dictionaries loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, 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 0.72743(5) 0.64715(2) 0.94495(4) 0.02923(13) Uani 1 1 d . . . . . P1 P 0.68303(4) 0.64090(2) 0.76081(4) 0.02107(12) Uani 1 1 d . . . . . P2 P 0.59642(4) 0.55085(2) 0.67195(4) 0.02099(12) Uani 1 1 d . . . . . C1 C 0.5482(3) 0.69638(14) 0.6788(3) 0.0224(6) Uani 0.741(8) 1 d . . P A 1 H1A H 0.4666 0.6809 0.6935 0.027 Uiso 0.741(8) 1 calc R U P A 1 C2 C 0.5118(5) 0.69956(19) 0.5348(3) 0.0374(9) Uani 0.741(8) 1 d . . P A 1 H2A H 0.4977 0.6570 0.4984 0.045 Uiso 0.741(8) 1 calc R U P A 1 H2B H 0.5848 0.7195 0.5135 0.045 Uiso 0.741(8) 1 calc R U P A 1 C3 C 0.3808(8) 0.7389(4) 0.4802(8) 0.057(2) Uani 0.741(8) 1 d . . P A 1 H3A H 0.3552 0.7416 0.3874 0.069 Uiso 0.741(8) 1 calc R U P A 1 H3B H 0.3078 0.7175 0.4992 0.069 Uiso 0.741(8) 1 calc R U P A 1 C4 C 0.3973(4) 0.80186(15) 0.5334(3) 0.0418(9) Uani 0.741(8) 1 d . . P A 1 H4A H 0.3114 0.8245 0.5001 0.050 Uiso 0.741(8) 1 calc R U P A 1 H4B H 0.4635 0.8248 0.5069 0.050 Uiso 0.741(8) 1 calc R U P A 1 C5 C 0.4420(10) 0.8004(3) 0.6729(10) 0.047(3) Uani 0.741(8) 1 d . . P A 1 H5A H 0.3707 0.7821 0.6991 0.056 Uiso 0.741(8) 1 calc R U P A 1 H5B H 0.4573 0.8437 0.7054 0.056 Uiso 0.741(8) 1 calc R U P A 1 C6 C 0.5714(5) 0.7623(2) 0.7319(5) 0.0492(12) Uani 0.741(8) 1 d . . P A 1 H6A H 0.6454 0.7821 0.7119 0.059 Uiso 0.741(8) 1 calc R U P A 1 H6B H 0.5959 0.7611 0.8248 0.059 Uiso 0.741(8) 1 calc R U P A 1 C1A C 0.5828(11) 0.7071(5) 0.6610(9) 0.027(2) Uiso 0.259(8) 1 d . . P A 2 H1A1 H 0.6462 0.7315 0.6316 0.032 Uiso 0.259(8) 1 calc R U P A 2 C2A C 0.4684(9) 0.6875(4) 0.5424(9) 0.021(2) Uiso 0.259(8) 1 d . . P A 2 H2A1 H 0.5046 0.6612 0.4897 0.025 Uiso 0.259(8) 1 calc R U P A 2 H2A2 H 0.4048 0.6617 0.5674 0.025 Uiso 0.259(8) 1 calc R U P A 2 C3A C 0.397(2) 0.7398(11) 0.468(2) 0.034(4) Uiso 0.259(8) 1 d . . P A 2 H3A1 H 0.3204 0.7242 0.3962 0.041 Uiso 0.259(8) 1 calc R U P A 2 H3A2 H 0.4571 0.7626 0.4326 0.041 Uiso 0.259(8) 1 calc R U P A 2 C4A C 0.3453(11) 0.7863(5) 0.5514(9) 0.040(3) Uiso 0.259(8) 1 d . . P A 2 H4A1 H 0.3131 0.8254 0.5040 0.048 Uiso 0.259(8) 1 calc R U P A 2 H4A2 H 0.2698 0.7669 0.5694 0.048 Uiso 0.259(8) 1 calc R U P A 2 C5A C 0.456(3) 0.8011(14) 0.674(4) 0.063(10) Uiso 0.259(8) 1 d . . P A 2 H5A1 H 0.5147 0.8327 0.6568 0.075 Uiso 0.259(8) 1 calc R U P A 2 H5A2 H 0.4151 0.8204 0.7318 0.075 Uiso 0.259(8) 1 calc R U P A 2 C6A C 0.5372(12) 0.7493(6) 0.7389(12) 0.031(3) Uiso 0.259(8) 1 d . . P A 2 H6A1 H 0.4857 0.7247 0.7806 0.037 Uiso 0.259(8) 1 calc R U P A 2 H6A2 H 0.6164 0.7662 0.8061 0.037 Uiso 0.259(8) 1 calc R U P A 2 C7 C 0.49065(16) 0.52804(9) 0.76683(17) 0.0237(4) Uani 1 1 d . . . . . H7A H 0.5498 0.5221 0.8566 0.028 Uiso 1 1 calc R U . . . C8 C 0.42647(18) 0.46518(9) 0.71454(19) 0.0279(4) Uani 1 1 d . . . . . H8A H 0.3730 0.4699 0.6240 0.034 Uiso 1 1 calc R U . . . H8B H 0.4975 0.4342 0.7218 0.034 Uiso 1 1 calc R U . . . C9 C 0.3369(2) 0.44097(10) 0.7846(2) 0.0373(5) Uani 1 1 d . . . . . H9A H 0.2935 0.4017 0.7448 0.045 Uiso 1 1 calc R U . . . H9B H 0.3919 0.4317 0.8732 0.045 Uiso 1 1 calc R U . . . C10 C 0.2307(2) 0.48852(11) 0.7821(2) 0.0407(5) Uani 1 1 d . . . . . H10A H 0.1782 0.4730 0.8330 0.049 Uiso 1 1 calc R U . . . H10B H 0.1693 0.4943 0.6943 0.049 Uiso 1 1 calc R U . . . C11 C 0.2943(2) 0.55061(11) 0.8347(2) 0.0376(5) Uani 1 1 d . . . . . H11A H 0.3488 0.5455 0.9249 0.045 Uiso 1 1 calc R U . . . H11B H 0.2234 0.5814 0.8287 0.045 Uiso 1 1 calc R U . . . C12 C 0.38256(18) 0.57526(9) 0.7633(2) 0.0303(4) Uani 1 1 d . . . . . H12A H 0.3269 0.5838 0.6745 0.036 Uiso 1 1 calc R U . . . H12B H 0.4247 0.6149 0.8019 0.036 Uiso 1 1 calc R U . . . C13 C 0.83393(18) 0.65076(9) 0.71826(18) 0.0258(4) Uani 1 1 d . . . . . H13A H 0.8980 0.6185 0.7686 0.031 Uiso 1 1 calc R U . . . C14 C 0.9031(2) 0.71298(10) 0.7619(2) 0.0392(5) Uani 1 1 d . . . . . H14A H 0.9133 0.7203 0.8513 0.047 Uiso 1 1 calc R U . . . H14B H 0.8485 0.7472 0.7108 0.047 Uiso 1 1 calc R U . . . C15 C 1.0407(2) 0.71213(11) 0.7474(2) 0.0445(6) Uani 1 1 d . . . . . H15A H 1.0845 0.7531 0.7735 0.053 Uiso 1 1 calc R U . . . H15B H 1.0969 0.6799 0.8039 0.053 Uiso 1 1 calc R U . . . C16 C 1.0310(2) 0.69878(14) 0.6145(3) 0.0546(7) Uani 1 1 d . . . . . H16A H 1.1218 0.6960 0.6102 0.065 Uiso 1 1 calc R U . . . H16B H 0.9838 0.7335 0.5593 0.065 Uiso 1 1 calc R U . . . C17 C 0.9570(3) 0.63833(15) 0.5674(3) 0.0584(7) Uani 1 1 d . . . . . H17A H 1.0104 0.6030 0.6156 0.070 Uiso 1 1 calc R U . . . H17B H 0.9465 0.6325 0.4775 0.070 Uiso 1 1 calc R U . . . C18 C 0.8189(2) 0.63760(11) 0.5808(2) 0.0372(5) Uani 1 1 d . . . . . H18A H 0.7613 0.6697 0.5253 0.045 Uiso 1 1 calc R U . . . H18B H 0.7765 0.5964 0.5551 0.045 Uiso 1 1 calc R U . . . C19 C 0.74668(16) 0.49841(8) 0.73412(17) 0.0227(4) Uani 1 1 d . . . . . H19A H 0.8248 0.5241 0.7341 0.027 Uiso 1 1 calc R U . . . C20 C 0.73635(19) 0.44473(9) 0.64153(18) 0.0280(4) Uani 1 1 d . . . . . H20A H 0.6610 0.4172 0.6388 0.034 Uiso 1 1 calc R U . . . H20B H 0.7184 0.4618 0.5558 0.034 Uiso 1 1 calc R U . . . C21 C 0.86525(19) 0.40670(10) 0.6811(2) 0.0331(4) Uani 1 1 d . . . . . H21A H 0.8545 0.3712 0.6224 0.040 Uiso 1 1 calc R U . . . H21B H 0.9388 0.4332 0.6753 0.040 Uiso 1 1 calc R U . . . C22 C 0.90131(19) 0.38220(9) 0.8146(2) 0.0336(5) Uani 1 1 d . . . . . H22A H 0.9881 0.3603 0.8390 0.040 Uiso 1 1 calc R U . . . H22B H 0.8330 0.3518 0.8182 0.040 Uiso 1 1 calc R U . . . C23 C 0.91017(19) 0.43510(10) 0.9073(2) 0.0337(5) Uani 1 1 d . . . . . H23A H 0.9858 0.4627 0.9112 0.040 Uiso 1 1 calc R U . . . H23B H 0.9277 0.4175 0.9925 0.040 Uiso 1 1 calc R U . . . C24 C 0.78138(17) 0.47369(9) 0.86889(17) 0.0270(4) Uani 1 1 d . . . . . H24A H 0.7073 0.4474 0.8743 0.032 Uiso 1 1 calc R U . . . H24B H 0.7928 0.5092 0.9278 0.032 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 0.0317(2) 0.0341(3) 0.0204(2) -0.00240(18) 0.00707(18) 0.00168(19) P1 0.0211(2) 0.0192(2) 0.0212(2) -0.00109(16) 0.00515(17) 0.00040(16) P2 0.0190(2) 0.0195(2) 0.0243(2) -0.00155(17) 0.00732(17) -0.00094(16) C1 0.0205(13) 0.0220(13) 0.0253(13) 0.0046(10) 0.0089(11) 0.0024(10) C2 0.044(2) 0.0386(19) 0.0286(16) 0.0053(13) 0.0109(14) 0.0160(17) C3 0.052(4) 0.075(4) 0.029(3) 0.001(2) -0.005(2) 0.037(3) C4 0.0333(17) 0.0354(17) 0.059(2) 0.0233(15) 0.0184(14) 0.0147(13) C5 0.046(3) 0.027(2) 0.054(4) -0.0115(15) -0.002(2) 0.0225(18) C6 0.044(2) 0.026(2) 0.057(2) -0.0125(17) -0.009(2) 0.0109(17) C7 0.0188(7) 0.0276(9) 0.0259(9) 0.0009(7) 0.0092(7) 0.0005(7) C8 0.0261(9) 0.0257(9) 0.0346(10) 0.0012(8) 0.0138(8) -0.0021(7) C9 0.0325(10) 0.0352(11) 0.0492(13) 0.0071(9) 0.0205(9) -0.0040(9) C10 0.0235(9) 0.0509(14) 0.0527(13) 0.0025(11) 0.0198(9) -0.0051(9) C11 0.0262(9) 0.0457(13) 0.0466(12) -0.0026(10) 0.0197(9) 0.0043(9) C12 0.0222(8) 0.0284(10) 0.0408(11) -0.0025(8) 0.0116(8) 0.0013(7) C13 0.0242(8) 0.0231(9) 0.0296(9) -0.0028(7) 0.0086(7) -0.0051(7) C14 0.0471(12) 0.0296(11) 0.0435(12) -0.0024(9) 0.0190(10) -0.0119(9) C15 0.0307(10) 0.0374(12) 0.0593(15) 0.0080(11) 0.0079(10) -0.0133(9) C16 0.0328(11) 0.0701(18) 0.0686(17) 0.0086(14) 0.0275(12) -0.0077(11) C17 0.0425(13) 0.080(2) 0.0649(18) -0.0204(15) 0.0337(13) -0.0111(13) C18 0.0296(10) 0.0515(13) 0.0343(11) -0.0076(9) 0.0160(8) -0.0076(9) C19 0.0188(7) 0.0195(8) 0.0312(9) -0.0011(7) 0.0105(7) 0.0004(6) C20 0.0292(9) 0.0267(9) 0.0292(9) -0.0033(7) 0.0116(8) 0.0016(7) C21 0.0284(9) 0.0293(10) 0.0450(12) -0.0120(9) 0.0170(9) -0.0005(8) C22 0.0253(9) 0.0254(10) 0.0452(12) -0.0059(8) 0.0061(8) 0.0068(7) C23 0.0245(9) 0.0330(11) 0.0366(11) -0.0062(8) 0.0016(8) 0.0087(8) C24 0.0236(8) 0.0269(9) 0.0283(9) -0.0031(7) 0.0063(7) 0.0058(7) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C13 P1 C1 113.25(15) C13 P1 C1A 97.1(4) C13 P1 S1 110.72(6) C1 P1 S1 110.25(10) C1A P1 S1 117.2(3) C13 P1 P2 104.25(6) C1 P1 P2 101.62(10) C1A P1 P2 108.6(3) S1 P1 P2 116.47(3) C7 P2 C19 103.67(8) C7 P2 P1 101.98(6) C19 P2 P1 100.46(6) C6 C1 C2 108.9(4) C6 C1 P1 114.0(2) C2 C1 P1 115.2(2) C6 C1 H1A 106.0 C2 C1 H1A 106.0 P1 C1 H1A 106.0 C1 C2 C3 107.7(4) C1 C2 H2A 110.2 C3 C2 H2A 110.2 C1 C2 H2B 110.2 C3 C2 H2B 110.2 H2A C2 H2B 108.5 C4 C3 C2 111.7(6) C4 C3 H3A 109.3 C2 C3 H3A 109.3 C4 C3 H3B 109.3 C2 C3 H3B 109.3 H3A C3 H3B 107.9 C3 C4 C5 111.5(5) C3 C4 H4A 109.3 C5 C4 H4A 109.3 C3 C4 H4B 109.3 C5 C4 H4B 109.3 H4A C4 H4B 108.0 C4 C5 C6 112.5(6) C4 C5 H5A 109.1 C6 C5 H5A 109.1 C4 C5 H5B 109.1 C6 C5 H5B 109.1 H5A C5 H5B 107.8 C1 C6 C5 108.8(4) C1 C6 H6A 109.9 C5 C6 H6A 109.9 C1 C6 H6B 109.9 C5 C6 H6B 109.9 H6A C6 H6B 108.3 C6A C1A C2A 111.5(10) C6A C1A P1 110.0(8) C2A C1A P1 115.6(7) C6A C1A H1A1 106.4 C2A C1A H1A1 106.4 P1 C1A H1A1 106.4 C3A C2A C1A 113.4(12) C3A C2A H2A1 108.9 C1A C2A H2A1 108.9 C3A C2A H2A2 108.9 C1A C2A H2A2 108.9 H2A1 C2A H2A2 107.7 C2A C3A C4A 110.9(17) C2A C3A H3A1 109.5 C4A C3A H3A1 109.5 C2A C3A H3A2 109.5 C4A C3A H3A2 109.5 H3A1 C3A H3A2 108.1 C5A C4A C3A 110.7(17) C5A C4A H4A1 109.5 C3A C4A H4A1 109.5 C5A C4A H4A2 109.5 C3A C4A H4A2 109.5 H4A1 C4A H4A2 108.1 C6A C5A C4A 116(2) C6A C5A H5A1 108.2 C4A C5A H5A1 108.2 C6A C5A H5A2 108.2 C4A C5A H5A2 108.2 H5A1 C5A H5A2 107.3 C5A C6A C1A 116.1(18) C5A C6A H6A1 108.3 C1A C6A H6A1 108.3 C5A C6A H6A2 108.3 C1A C6A H6A2 108.3 H6A1 C6A H6A2 107.4 C12 C7 C8 109.80(14) C12 C7 P2 114.42(13) C8 C7 P2 106.67(12) C12 C7 H7A 108.6 C8 C7 H7A 108.6 P2 C7 H7A 108.6 C9 C8 C7 112.05(16) C9 C8 H8A 109.2 C7 C8 H8A 109.2 C9 C8 H8B 109.2 C7 C8 H8B 109.2 H8A C8 H8B 107.9 C10 C9 C8 111.12(17) C10 C9 H9A 109.4 C8 C9 H9A 109.4 C10 C9 H9B 109.4 C8 C9 H9B 109.4 H9A C9 H9B 108.0 C9 C10 C11 110.55(17) C9 C10 H10A 109.5 C11 C10 H10A 109.5 C9 C10 H10B 109.5 C11 C10 H10B 109.5 H10A C10 H10B 108.1 C10 C11 C12 111.73(18) C10 C11 H11A 109.3 C12 C11 H11A 109.3 C10 C11 H11B 109.3 C12 C11 H11B 109.3 H11A C11 H11B 107.9 C7 C12 C11 110.85(16) C7 C12 H12A 109.5 C11 C12 H12A 109.5 C7 C12 H12B 109.5 C11 C12 H12B 109.5 H12A C12 H12B 108.1 C14 C13 C18 111.04(17) C14 C13 P1 112.67(14) C18 C13 P1 116.65(13) C14 C13 H13A 105.1 C18 C13 H13A 105.1 P1 C13 H13A 105.1 C13 C14 C15 109.30(18) C13 C14 H14A 109.8 C15 C14 H14A 109.8 C13 C14 H14B 109.8 C15 C14 H14B 109.8 H14A C14 H14B 108.3 C16 C15 C14 111.89(19) C16 C15 H15A 109.2 C14 C15 H15A 109.2 C16 C15 H15B 109.2 C14 C15 H15B 109.2 H15A C15 H15B 107.9 C15 C16 C17 111.3(2) C15 C16 H16A 109.4 C17 C16 H16A 109.4 C15 C16 H16B 109.4 C17 C16 H16B 109.4 H16A C16 H16B 108.0 C16 C17 C18 112.1(2) C16 C17 H17A 109.2 C18 C17 H17A 109.2 C16 C17 H17B 109.2 C18 C17 H17B 109.2 H17A C17 H17B 107.9 C13 C18 C17 109.38(18) C13 C18 H18A 109.8 C17 C18 H18A 109.8 C13 C18 H18B 109.8 C17 C18 H18B 109.8 H18A C18 H18B 108.2 C24 C19 C20 110.74(15) C24 C19 P2 117.29(12) C20 C19 P2 110.02(12) C24 C19 H19A 106.0 C20 C19 H19A 106.0 P2 C19 H19A 106.0 C21 C20 C19 110.86(15) C21 C20 H20A 109.5 C19 C20 H20A 109.5 C21 C20 H20B 109.5 C19 C20 H20B 109.5 H20A C20 H20B 108.1 C22 C21 C20 111.62(16) C22 C21 H21A 109.3 C20 C21 H21A 109.3 C22 C21 H21B 109.3 C20 C21 H21B 109.3 H21A C21 H21B 108.0 C21 C22 C23 111.10(17) C21 C22 H22A 109.4 C23 C22 H22A 109.4 C21 C22 H22B 109.4 C23 C22 H22B 109.4 H22A C22 H22B 108.0 C22 C23 C24 111.74(15) C22 C23 H23A 109.3 C24 C23 H23A 109.3 C22 C23 H23B 109.3 C24 C23 H23B 109.3 H23A C23 H23B 107.9 C19 C24 C23 110.64(16) C19 C24 H24A 109.5 C23 C24 H24A 109.5 C19 C24 H24B 109.5 C23 C24 H24B 109.5 H24A C24 H24B 108.1 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1 P1 1.9720(7) P1 C13 1.8479(19) P1 C1 1.851(3) P1 C1A 1.896(10) P1 P2 2.2246(6) P2 C7 1.8724(18) P2 C19 1.8857(17) C1 C6 1.522(5) C1 C2 1.538(5) C1 H1A 1.0000 C2 C3 1.567(9) C2 H2A 0.9900 C2 H2B 0.9900 C3 C4 1.463(10) C3 H3A 0.9900 C3 H3B 0.9900 C4 C5 1.480(11) C4 H4A 0.9900 C4 H4B 0.9900 C5 C6 1.545(9) C5 H5A 0.9900 C5 H5B 0.9900 C6 H6A 0.9900 C6 H6B 0.9900 C1A C6A 1.459(16) C1A C2A 1.527(13) C1A H1A1 1.0000 C2A C3A 1.45(3) C2A H2A1 0.9900 C2A H2A2 0.9900 C3A C4A 1.60(3) C3A H3A1 0.9900 C3A H3A2 0.9900 C4A C5A 1.51(4) C4A H4A1 0.9900 C4A H4A2 0.9900 C5A C6A 1.45(3) C5A H5A1 0.9900 C5A H5A2 0.9900 C6A H6A1 0.9900 C6A H6A2 0.9900 C7 C12 1.526(2) C7 C8 1.535(3) C7 H7A 1.0000 C8 C9 1.529(3) C8 H8A 0.9900 C8 H8B 0.9900 C9 C10 1.518(3) C9 H9A 0.9900 C9 H9B 0.9900 C10 C11 1.519(3) C10 H10A 0.9900 C10 H10B 0.9900 C11 C12 1.532(3) C11 H11A 0.9900 C11 H11B 0.9900 C12 H12A 0.9900 C12 H12B 0.9900 C13 C14 1.522(3) C13 C18 1.531(3) C13 H13A 1.0000 C14 C15 1.536(3) C14 H14A 0.9900 C14 H14B 0.9900 C15 C16 1.497(4) C15 H15A 0.9900 C15 H15B 0.9900 C16 C17 1.515(4) C16 H16A 0.9900 C16 H16B 0.9900 C17 C18 1.535(3) C17 H17A 0.9900 C17 H17B 0.9900 C18 H18A 0.9900 C18 H18B 0.9900 C19 C24 1.532(3) C19 C20 1.533(2) C19 H19A 1.0000 C20 C21 1.529(3) C20 H20A 0.9900 C20 H20B 0.9900 C21 C22 1.516(3) C21 H21A 0.9900 C21 H21B 0.9900 C22 C23 1.524(3) C22 H22A 0.9900 C22 H22B 0.9900 C23 C24 1.534(2) C23 H23A 0.9900 C23 H23B 0.9900 C24 H24A 0.9900 C24 H24B 0.9900 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 C13 P1 C1 C6 -76.1(4) C1A P1 C1 C6 -69.8(12) S1 P1 C1 C6 48.6(5) P2 P1 C1 C6 172.7(4) C13 P1 C1 C2 50.8(4) C1A P1 C1 C2 57.1(12) S1 P1 C1 C2 175.5(3) P2 P1 C1 C2 -60.4(4) C6 C1 C2 C3 -60.7(7) P1 C1 C2 C3 169.8(4) C1 C2 C3 C4 58.9(8) C2 C3 C4 C5 -56.1(9) C3 C4 C5 C6 55.4(10) C2 C1 C6 C5 60.2(8) P1 C1 C6 C5 -169.6(5) C4 C5 C6 C1 -57.3(9) C13 P1 C1A C6A -126.0(9) C1 P1 C1A C6A 59.8(12) S1 P1 C1A C6A -8.3(10) P2 P1 C1A C6A 126.3(8) C13 P1 C1A C2A 106.6(9) C1 P1 C1A C2A -67.6(13) S1 P1 C1A C2A -135.7(8) P2 P1 C1A C2A -1.1(10) C6A C1A C2A C3A 54.9(18) P1 C1A C2A C3A -178.4(11) C1A C2A C3A C4A -54.7(19) C2A C3A C4A C5A 48(2) C3A C4A C5A C6A -43(3) C4A C5A C6A C1A 46(3) C2A C1A C6A C5A -49(2) P1 C1A C6A C5A -178.2(17) C19 P2 C7 C12 163.20(13) P1 P2 C7 C12 59.17(14) C19 P2 C7 C8 -75.17(13) P1 P2 C7 C8 -179.21(11) C12 C7 C8 C9 -55.6(2) P2 C7 C8 C9 179.88(13) C7 C8 C9 C10 55.8(2) C8 C9 C10 C11 -55.3(3) C9 C10 C11 C12 56.4(2) C8 C7 C12 C11 55.7(2) P2 C7 C12 C11 175.60(13) C10 C11 C12 C7 -57.2(2) C1 P1 C13 C14 65.89(18) C1A P1 C13 C14 64.1(3) S1 P1 C13 C14 -58.53(15) P2 P1 C13 C14 175.48(13) C1 P1 C13 C18 -64.26(19) C1A P1 C13 C18 -66.0(3) S1 P1 C13 C18 171.32(14) P2 P1 C13 C18 45.32(16) C18 C13 C14 C15 -58.4(2) P1 C13 C14 C15 168.62(15) C13 C14 C15 C16 57.3(3) C14 C15 C16 C17 -55.5(3) C15 C16 C17 C18 54.7(3) C14 C13 C18 C17 57.6(3) P1 C13 C18 C17 -171.46(17) C16 C17 C18 C13 -55.3(3) C7 P2 C19 C24 -25.17(15) P1 P2 C19 C24 80.03(13) C7 P2 C19 C20 102.56(13) P1 P2 C19 C20 -152.24(11) C24 C19 C20 C21 -56.3(2) P2 C19 C20 C21 172.41(13) C19 C20 C21 C22 56.2(2) C20 C21 C22 C23 -55.3(2) C21 C22 C23 C24 55.1(2) C20 C19 C24 C23 55.9(2) P2 C19 C24 C23 -176.72(13) C22 C23 C24 C19 -55.5(2) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 122231693