#------------------------------------------------------------------------------ #$Date: 2016-03-26 11:48:58 +0000 (Sat, 26 Mar 2016) $ #$Revision: 180236 $ #$URL: svn://www.crystallography.net/cod/cif/7/11/22/7112266.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_7112266 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 H20 P2 S' _chemical_formula_sum 'C24 H20 P2 S' _chemical_formula_weight 402.40 _chemical_name_systematic ; ? ; _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 91.450(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.2900(12) _cell_length_b 13.6210(17) _cell_length_c 16.021(2) _cell_measurement_reflns_used 9779 _cell_measurement_temperature 147(2) _cell_measurement_theta_max 27.47 _cell_measurement_theta_min 2.56 _cell_volume 2026.6(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 0.997 _diffrn_measurement_device_type 'Bruker Kappa APEX-DUO CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_unetI/netI 0.0155 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 36723 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.518 _diffrn_reflns_theta_min 1.963 _diffrn_source 'sealed tube with Bruker Triumph monochromator' _exptl_absorpt_coefficient_mu 0.324 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.6705 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.319 _exptl_crystal_description block _exptl_crystal_F_000 840 _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.260 _exptl_crystal_size_min 0.200 _refine_diff_density_max 0.339 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.045 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 244 _refine_ls_number_reflns 4646 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.042 _refine_ls_R_factor_all 0.0313 _refine_ls_R_factor_gt 0.0287 _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^)+(0.0380P)^2^+1.0015P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0765 _refine_ls_wR_factor_ref 0.0788 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4298 _reflns_number_total 4646 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL mo_d1392_0m in P2(1)/c CELL 0.71073 9.2900 13.6210 16.0215 90.000 91.450 90.000 ZERR 4.00 0.0012 0.0017 0.0020 0.000 0.003 0.000 LATT 1 SYMM -x, y+1/2, -z+1/2 SFAC C H P S UNIT 96 80 8 4 TEMP -126.160 SIZE 0.200 0.260 0.300 ACTA L.S. 4 FMAP 2 PLAN 20 HTAB BOND $H CONF WGHT 0.038000 1.001500 FVAR 0.17944 S1 4 0.600798 0.776691 0.793680 11.00000 0.03839 0.03500 = 0.02193 0.00733 -0.00205 -0.00689 P1 3 0.646132 0.696540 0.891922 11.00000 0.01958 0.02127 = 0.01869 -0.00058 -0.00095 -0.00414 P2 3 0.467620 0.655547 0.975241 11.00000 0.01903 0.01857 = 0.01692 0.00069 -0.00217 -0.00121 C1 1 0.776575 0.754164 0.963366 11.00000 0.01777 0.02026 = 0.02743 -0.00452 -0.00245 -0.00064 C2 1 0.874025 0.821248 0.931068 11.00000 0.02112 0.02130 = 0.03905 -0.00482 0.00242 -0.00104 AFIX 43 H2A 2 0.870898 0.836363 0.873164 11.00000 -1.20000 AFIX 0 C3 1 0.975629 0.865940 0.983586 11.00000 0.02135 0.02629 = 0.05962 -0.01007 0.00032 -0.00510 AFIX 43 H3A 2 1.042946 0.910749 0.961292 11.00000 -1.20000 AFIX 0 C4 1 0.979278 0.845539 1.068129 11.00000 0.02533 0.03851 = 0.05598 -0.01869 -0.01361 -0.00235 AFIX 43 H4A 2 1.049240 0.876188 1.103685 11.00000 -1.20000 AFIX 0 C5 1 0.881575 0.780777 1.101011 11.00000 0.03153 0.04834 = 0.03536 -0.00882 -0.01307 -0.00192 AFIX 43 H5A 2 0.882940 0.768072 1.159329 11.00000 -1.20000 AFIX 0 C6 1 0.780755 0.733920 1.048696 11.00000 0.02429 0.03557 = 0.02969 -0.00113 -0.00674 -0.00456 AFIX 43 H6A 2 0.714962 0.688222 1.071227 11.00000 -1.20000 AFIX 0 C7 1 0.720557 0.577097 0.865006 11.00000 0.01986 0.02434 = 0.02929 -0.00628 0.00537 -0.00659 C8 1 0.701367 0.541943 0.783624 11.00000 0.02514 0.04532 = 0.03758 -0.01778 -0.00378 -0.00133 AFIX 43 H8A 2 0.655075 0.581406 0.742076 11.00000 -1.20000 AFIX 0 C9 1 0.750882 0.448251 0.763944 11.00000 0.03321 0.05142 = 0.05525 -0.03319 0.00086 -0.00546 AFIX 43 H9A 2 0.736861 0.423645 0.708854 11.00000 -1.20000 AFIX 0 C10 1 0.819954 0.390958 0.823575 11.00000 0.03701 0.02711 = 0.06946 -0.01547 0.01902 -0.00588 AFIX 43 H10A 2 0.853100 0.327287 0.809346 11.00000 -1.20000 AFIX 0 C11 1 0.841083 0.425804 0.903837 11.00000 0.04320 0.02596 = 0.05075 0.00557 0.02063 0.00179 AFIX 43 H11A 2 0.889818 0.386541 0.944598 11.00000 -1.20000 AFIX 0 C12 1 0.790789 0.518692 0.924971 11.00000 0.03527 0.02483 = 0.03165 0.00204 0.01201 -0.00133 AFIX 43 H12A 2 0.804335 0.542374 0.980387 11.00000 -1.20000 AFIX 0 C13 1 0.330598 0.621038 0.896407 11.00000 0.01874 0.02050 = 0.01648 0.00098 0.00014 -0.00511 C14 1 0.209493 0.677738 0.876278 11.00000 0.02216 0.02532 = 0.02803 -0.00433 -0.00215 -0.00006 AFIX 43 H14A 2 0.199727 0.741333 0.899814 11.00000 -1.20000 AFIX 0 C15 1 0.102838 0.641560 0.821845 11.00000 0.01935 0.03661 = 0.03105 -0.00147 -0.00366 -0.00044 AFIX 43 H15A 2 0.020557 0.680526 0.808653 11.00000 -1.20000 AFIX 0 C16 1 0.116070 0.549184 0.786880 11.00000 0.02434 0.03601 = 0.02295 -0.00062 -0.00232 -0.01182 AFIX 43 H16A 2 0.043509 0.525010 0.749423 11.00000 -1.20000 AFIX 0 C17 1 0.235590 0.492080 0.806723 11.00000 0.03395 0.02220 = 0.02380 -0.00300 0.00148 -0.00834 AFIX 43 H17A 2 0.244735 0.428585 0.782902 11.00000 -1.20000 AFIX 0 C18 1 0.342302 0.527405 0.861428 11.00000 0.02482 0.01984 = 0.02260 0.00203 0.00002 -0.00197 AFIX 43 H18A 2 0.423564 0.487656 0.875076 11.00000 -1.20000 AFIX 0 C19 1 0.416347 0.776562 1.013956 11.00000 0.01739 0.02034 = 0.02215 -0.00252 -0.00182 -0.00237 C20 1 0.384678 0.859850 0.965717 11.00000 0.02207 0.02455 = 0.02509 0.00064 -0.00241 -0.00211 AFIX 43 H20A 2 0.388165 0.856395 0.906580 11.00000 -1.20000 AFIX 0 C21 1 0.348085 0.947740 1.004147 11.00000 0.02265 0.02156 = 0.04000 0.00098 -0.00188 -0.00177 AFIX 43 H21A 2 0.325018 1.003737 0.971087 11.00000 -1.20000 AFIX 0 C22 1 0.345166 0.953885 1.090602 11.00000 0.02269 0.02632 = 0.04167 -0.01119 0.00095 -0.00081 AFIX 43 H22A 2 0.320545 1.014074 1.116580 11.00000 -1.20000 AFIX 0 C23 1 0.378147 0.872268 1.138950 11.00000 0.02421 0.03494 = 0.02668 -0.00928 -0.00004 -0.00090 AFIX 43 H23A 2 0.376831 0.876577 1.198108 11.00000 -1.20000 AFIX 0 C24 1 0.413187 0.784011 1.100874 11.00000 0.02122 0.02732 = 0.02228 -0.00181 -0.00224 -0.00039 AFIX 43 H24A 2 0.435225 0.728153 1.134326 11.00000 -1.20000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM mo_d1392_0m in P2(1)/c REM R1 = 0.0287 for 4298 Fo > 4sig(Fo) and 0.0313 for all 4646 data REM 244 parameters refined using 0 restraints END WGHT 0.0375 1.0223 REM Instructions for potential hydrogen bonds HTAB C2 S1 HTAB C8 S1 HTAB C20 S1 EQIV $1 x, -y+3/2, z+1/2 HTAB C24 S1_$1 REM Highest difference peak 0.339, deepest hole -0.204, 1-sigma level 0.045 Q1 1 0.3891 0.6372 0.9275 11.00000 0.05 0.34 Q2 1 0.7131 0.7276 0.9343 11.00000 0.05 0.34 Q3 1 0.7216 0.5597 0.8259 11.00000 0.05 0.34 Q4 1 0.4353 0.7240 0.9965 11.00000 0.05 0.33 Q5 1 0.2940 0.5201 0.8268 11.00000 0.05 0.32 Q6 1 0.6189 0.7251 0.8410 11.00000 0.05 0.32 Q7 1 0.4107 0.7854 1.0550 11.00000 0.05 0.31 Q8 1 0.7984 0.4200 0.8645 11.00000 0.05 0.31 Q9 1 0.4140 0.8223 0.9944 11.00000 0.05 0.31 Q10 1 0.2573 0.6384 0.8916 11.00000 0.05 0.31 Q11 1 0.1577 0.6532 0.8488 11.00000 0.05 0.30 Q12 1 0.6872 0.6331 0.8728 11.00000 0.05 0.30 Q13 1 0.3622 0.9064 1.1056 11.00000 0.05 0.29 Q14 1 0.5594 0.6743 0.9327 11.00000 0.05 0.28 Q15 1 0.8370 0.7778 0.9480 11.00000 0.05 0.28 Q16 1 0.7322 0.5355 0.8949 11.00000 0.05 0.28 Q17 1 0.7933 0.7391 1.0015 11.00000 0.05 0.28 Q18 1 0.3469 0.5789 0.8744 11.00000 0.05 0.28 Q19 1 0.1827 0.5239 0.7951 11.00000 0.05 0.28 Q20 1 0.8285 0.4756 0.9109 11.00000 0.05 0.27 ; _cod_data_source_file c3cc49456j2.cif _cod_data_source_block 1 _cod_original_cell_volume 2026.7(4) _cod_database_code 7112266 #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 0.909 _shelx_estimated_absorpt_t_max 0.938 _shelxl_version_number 2013-2 #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 S1 S 0.60080(4) 0.77669(3) 0.79368(2) 0.03182(10) Uani 1 1 d . . P1 P 0.64613(3) 0.69654(2) 0.89192(2) 0.01987(8) Uani 1 1 d . . P2 P 0.46762(3) 0.65555(2) 0.97524(2) 0.01822(8) Uani 1 1 d . . C1 C 0.77658(13) 0.75416(9) 0.96337(8) 0.0219(2) Uani 1 1 d . . C2 C 0.87403(14) 0.82125(10) 0.93107(9) 0.0271(3) Uani 1 1 d . . H2A H 0.8709 0.8364 0.8732 0.033 Uiso 1 1 calc R U C3 C 0.97563(15) 0.86594(11) 0.98359(11) 0.0358(3) Uani 1 1 d . . H3A H 1.0429 0.9107 0.9613 0.043 Uiso 1 1 calc R U C4 C 0.97928(16) 0.84554(12) 1.06813(11) 0.0402(4) Uani 1 1 d . . H4A H 1.0492 0.8762 1.1037 0.048 Uiso 1 1 calc R U C5 C 0.88157(17) 0.78078(13) 1.10101(10) 0.0386(4) Uani 1 1 d . . H5A H 0.8829 0.7681 1.1593 0.046 Uiso 1 1 calc R U C6 C 0.78076(15) 0.73392(11) 1.04870(9) 0.0300(3) Uani 1 1 d . . H6A H 0.7150 0.6882 1.0712 0.036 Uiso 1 1 calc R U C7 C 0.72056(13) 0.57710(10) 0.86501(8) 0.0244(3) Uani 1 1 d . . C8 C 0.70137(15) 0.54194(12) 0.78362(10) 0.0361(3) Uani 1 1 d . . H8A H 0.6551 0.5814 0.7421 0.043 Uiso 1 1 calc R U C9 C 0.75088(17) 0.44825(14) 0.76394(12) 0.0466(4) Uani 1 1 d . . H9A H 0.7369 0.4236 0.7089 0.056 Uiso 1 1 calc R U C10 C 0.81995(18) 0.39096(12) 0.82357(12) 0.0442(4) Uani 1 1 d . . H10A H 0.8531 0.3273 0.8093 0.053 Uiso 1 1 calc R U C11 C 0.84108(18) 0.42580(11) 0.90384(11) 0.0396(4) Uani 1 1 d . . H11A H 0.8898 0.3865 0.9446 0.048 Uiso 1 1 calc R U C12 C 0.79079(16) 0.51869(10) 0.92497(9) 0.0304(3) Uani 1 1 d . . H12A H 0.8043 0.5424 0.9804 0.036 Uiso 1 1 calc R U C13 C 0.33060(12) 0.62104(9) 0.89641(7) 0.0186(2) Uani 1 1 d . . C14 C 0.20949(14) 0.67774(10) 0.87628(8) 0.0252(3) Uani 1 1 d . . H14A H 0.1997 0.7413 0.8998 0.030 Uiso 1 1 calc R U C15 C 0.10284(14) 0.64156(11) 0.82184(9) 0.0291(3) Uani 1 1 d . . H15A H 0.0206 0.6805 0.8087 0.035 Uiso 1 1 calc R U C16 C 0.11607(14) 0.54918(11) 0.78688(8) 0.0278(3) Uani 1 1 d . . H16A H 0.0435 0.5250 0.7494 0.033 Uiso 1 1 calc R U C17 C 0.23559(15) 0.49208(10) 0.80672(8) 0.0266(3) Uani 1 1 d . . H17A H 0.2447 0.4286 0.7829 0.032 Uiso 1 1 calc R U C18 C 0.34230(14) 0.52741(9) 0.86143(8) 0.0224(2) Uani 1 1 d . . H18A H 0.4236 0.4877 0.8751 0.027 Uiso 1 1 calc R U C19 C 0.41635(12) 0.77656(9) 1.01396(7) 0.0200(2) Uani 1 1 d . . C20 C 0.38468(13) 0.85985(9) 0.96572(8) 0.0240(3) Uani 1 1 d . . H20A H 0.3882 0.8564 0.9066 0.029 Uiso 1 1 calc R U C21 C 0.34808(14) 0.94774(10) 1.00415(9) 0.0281(3) Uani 1 1 d . . H21A H 0.3250 1.0037 0.9711 0.034 Uiso 1 1 calc R U C22 C 0.34517(14) 0.95388(10) 1.09060(9) 0.0302(3) Uani 1 1 d . . H22A H 0.3205 1.0141 1.1166 0.036 Uiso 1 1 calc R U C23 C 0.37815(14) 0.87227(11) 1.13895(9) 0.0286(3) Uani 1 1 d . . H23A H 0.3768 0.8766 1.1981 0.034 Uiso 1 1 calc R U C24 C 0.41319(13) 0.78401(10) 1.10087(8) 0.0237(3) Uani 1 1 d . . H24A H 0.4352 0.7282 1.1343 0.028 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 0.0384(2) 0.03500(19) 0.02193(16) 0.00733(13) -0.00205(13) -0.00689(14) P1 0.01958(15) 0.02127(16) 0.01869(15) -0.00058(11) -0.00095(11) -0.00414(11) P2 0.01903(15) 0.01857(15) 0.01692(14) 0.00069(11) -0.00217(11) -0.00121(11) C1 0.0178(5) 0.0203(6) 0.0274(6) -0.0045(5) -0.0025(4) -0.0006(4) C2 0.0211(6) 0.0213(6) 0.0391(7) -0.0048(5) 0.0024(5) -0.0010(5) C3 0.0213(6) 0.0263(7) 0.0596(10) -0.0101(6) 0.0003(6) -0.0051(5) C4 0.0253(7) 0.0385(8) 0.0560(10) -0.0187(7) -0.0136(6) -0.0024(6) C5 0.0315(7) 0.0483(9) 0.0354(8) -0.0088(7) -0.0131(6) -0.0019(7) C6 0.0243(6) 0.0356(7) 0.0297(7) -0.0011(6) -0.0067(5) -0.0046(5) C7 0.0199(6) 0.0243(6) 0.0293(6) -0.0063(5) 0.0054(5) -0.0066(5) C8 0.0251(7) 0.0453(9) 0.0376(8) -0.0178(7) -0.0038(6) -0.0013(6) C9 0.0332(8) 0.0514(10) 0.0553(10) -0.0332(8) 0.0009(7) -0.0055(7) C10 0.0370(8) 0.0271(7) 0.0695(11) -0.0155(7) 0.0190(8) -0.0059(6) C11 0.0432(9) 0.0260(7) 0.0508(9) 0.0056(7) 0.0206(7) 0.0018(6) C12 0.0353(7) 0.0248(6) 0.0317(7) 0.0020(5) 0.0120(6) -0.0013(5) C13 0.0187(5) 0.0205(6) 0.0165(5) 0.0010(4) 0.0001(4) -0.0051(4) C14 0.0222(6) 0.0253(6) 0.0280(6) -0.0043(5) -0.0022(5) -0.0001(5) C15 0.0193(6) 0.0366(7) 0.0310(7) -0.0015(6) -0.0037(5) -0.0004(5) C16 0.0243(6) 0.0360(7) 0.0230(6) -0.0006(5) -0.0023(5) -0.0118(5) C17 0.0339(7) 0.0222(6) 0.0238(6) -0.0030(5) 0.0015(5) -0.0083(5) C18 0.0248(6) 0.0198(6) 0.0226(6) 0.0020(5) 0.0000(5) -0.0020(5) C19 0.0174(5) 0.0203(6) 0.0222(6) -0.0025(4) -0.0018(4) -0.0024(4) C20 0.0221(6) 0.0246(6) 0.0251(6) 0.0006(5) -0.0024(5) -0.0021(5) C21 0.0227(6) 0.0216(6) 0.0400(7) 0.0010(5) -0.0019(5) -0.0018(5) C22 0.0227(6) 0.0263(7) 0.0417(8) -0.0112(6) 0.0010(5) -0.0008(5) C23 0.0242(6) 0.0349(7) 0.0267(6) -0.0093(5) 0.0000(5) -0.0009(5) C24 0.0212(6) 0.0273(6) 0.0223(6) -0.0018(5) -0.0022(5) -0.0004(5) 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 C1 P1 C7 106.41(6) C1 P1 S1 113.06(5) C7 P1 S1 112.55(5) C1 P1 P2 103.00(4) C7 P1 P2 102.16(4) S1 P1 P2 118.35(2) C19 P2 C13 106.43(6) C19 P2 P1 100.47(4) C13 P2 P1 99.56(4) C6 C1 C2 119.41(12) C6 C1 P1 122.14(10) C2 C1 P1 118.45(10) C3 C2 C1 119.99(14) C3 C2 H2A 120.0 C1 C2 H2A 120.0 C4 C3 C2 120.33(14) C4 C3 H3A 119.8 C2 C3 H3A 119.8 C5 C4 C3 120.17(13) C5 C4 H4A 119.9 C3 C4 H4A 119.9 C4 C5 C6 120.07(15) C4 C5 H5A 120.0 C6 C5 H5A 120.0 C1 C6 C5 120.01(14) C1 C6 H6A 120.0 C5 C6 H6A 120.0 C12 C7 C8 119.57(13) C12 C7 P1 121.26(10) C8 C7 P1 119.11(11) C9 C8 C7 119.32(16) C9 C8 H8A 120.3 C7 C8 H8A 120.3 C10 C9 C8 120.74(15) C10 C9 H9A 119.6 C8 C9 H9A 119.6 C9 C10 C11 120.23(15) C9 C10 H10A 119.9 C11 C10 H10A 119.9 C10 C11 C12 119.87(16) C10 C11 H11A 120.1 C12 C11 H11A 120.1 C11 C12 C7 120.25(14) C11 C12 H12A 119.9 C7 C12 H12A 119.9 C14 C13 C18 118.85(11) C14 C13 P2 124.01(9) C18 C13 P2 116.78(9) C15 C14 C13 120.35(12) C15 C14 H14A 119.8 C13 C14 H14A 119.8 C16 C15 C14 120.39(13) C16 C15 H15A 119.8 C14 C15 H15A 119.8 C15 C16 C17 119.75(12) C15 C16 H16A 120.1 C17 C16 H16A 120.1 C16 C17 C18 120.26(12) C16 C17 H17A 119.9 C18 C17 H17A 119.9 C17 C18 C13 120.40(12) C17 C18 H18A 119.8 C13 C18 H18A 119.8 C24 C19 C20 118.82(11) C24 C19 P2 114.57(9) C20 C19 P2 126.60(10) C21 C20 C19 120.20(12) C21 C20 H20A 119.9 C19 C20 H20A 119.9 C22 C21 C20 120.27(13) C22 C21 H21A 119.9 C20 C21 H21A 119.9 C23 C22 C21 120.00(13) C23 C22 H22A 120.0 C21 C22 H22A 120.0 C22 C23 C24 119.97(13) C22 C23 H23A 120.0 C24 C23 H23A 120.0 C23 C24 C19 120.74(12) C23 C24 H24A 119.6 C19 C24 H24A 119.6 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1 P1 1.9527(5) P1 C1 1.8233(12) P1 C7 1.8237(14) P1 P2 2.2262(5) P2 C19 1.8286(13) P2 C13 1.8317(12) C1 C6 1.3942(19) C1 C2 1.3950(18) C2 C3 1.3890(19) C2 H2A 0.9500 C3 C4 1.382(2) C3 H3A 0.9500 C4 C5 1.380(2) C4 H4A 0.9500 C5 C6 1.3955(19) C5 H5A 0.9500 C6 H6A 0.9500 C7 C12 1.396(2) C7 C8 1.3962(19) C8 C9 1.395(2) C8 H8A 0.9500 C9 C10 1.379(3) C9 H9A 0.9500 C10 C11 1.380(3) C10 H10A 0.9500 C11 C12 1.393(2) C11 H11A 0.9500 C12 H12A 0.9500 C13 C14 1.3957(17) C13 C18 1.3984(17) C14 C15 1.3933(18) C14 H14A 0.9500 C15 C16 1.384(2) C15 H15A 0.9500 C16 C17 1.386(2) C16 H16A 0.9500 C17 C18 1.3923(17) C17 H17A 0.9500 C18 H18A 0.9500 C19 C24 1.3973(17) C19 C20 1.3998(17) C20 C21 1.3923(19) C20 H20A 0.9500 C21 C22 1.389(2) C21 H21A 0.9500 C22 C23 1.385(2) C22 H22A 0.9500 C23 C24 1.3904(19) C23 H23A 0.9500 C24 H24A 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 C7 P1 C1 C6 -83.20(12) S1 P1 C1 C6 152.76(10) P2 P1 C1 C6 23.86(12) C7 P1 C1 C2 97.39(11) S1 P1 C1 C2 -26.65(11) P2 P1 C1 C2 -155.55(9) C6 C1 C2 C3 1.09(19) P1 C1 C2 C3 -179.48(10) C1 C2 C3 C4 -1.1(2) C2 C3 C4 C5 -0.2(2) C3 C4 C5 C6 1.5(2) C2 C1 C6 C5 0.1(2) P1 C1 C6 C5 -179.25(11) C4 C5 C6 C1 -1.4(2) C1 P1 C7 C12 40.36(12) S1 P1 C7 C12 164.73(10) P2 P1 C7 C12 -67.29(11) C1 P1 C7 C8 -142.35(11) S1 P1 C7 C8 -17.99(12) P2 P1 C7 C8 109.99(11) C12 C7 C8 C9 1.0(2) P1 C7 C8 C9 -176.36(11) C7 C8 C9 C10 -0.9(2) C8 C9 C10 C11 0.0(3) C9 C10 C11 C12 0.8(2) C10 C11 C12 C7 -0.7(2) C8 C7 C12 C11 -0.2(2) P1 C7 C12 C11 177.10(11) C19 P2 C13 C14 -2.94(12) P1 P2 C13 C14 -106.94(10) C19 P2 C13 C18 -176.02(9) P1 P2 C13 C18 79.99(9) C18 C13 C14 C15 -0.38(19) P2 C13 C14 C15 -173.33(10) C13 C14 C15 C16 -0.3(2) C14 C15 C16 C17 0.5(2) C15 C16 C17 C18 -0.2(2) C16 C17 C18 C13 -0.48(19) C14 C13 C18 C17 0.75(18) P2 C13 C18 C17 174.20(10) C13 P2 C19 C24 129.64(9) P1 P2 C19 C24 -127.03(9) C13 P2 C19 C20 -52.01(12) P1 P2 C19 C20 51.33(11) C24 C19 C20 C21 -1.22(18) P2 C19 C20 C21 -179.51(10) C19 C20 C21 C22 1.12(19) C20 C21 C22 C23 -0.3(2) C21 C22 C23 C24 -0.5(2) C22 C23 C24 C19 0.3(2) C20 C19 C24 C23 0.50(18) P2 C19 C24 C23 178.99(10)