#------------------------------------------------------------------------------ #$Date: 2024-11-22 00:36:26 +0200 (Fri, 22 Nov 2024) $ #$Revision: 296048 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/32/1573243.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_1573243 _journal_paper_doi 10.1039/D4CY01032A _chemical_absolute_configuration ad _chemical_formula_moiety 'C42 H34 O6 P2 Ru' _chemical_formula_sum 'C42 H34 O6 P2 Ru' _chemical_formula_weight 797.70 _space_group_crystal_system tetragonal _space_group_IT_number 114 _space_group_name_Hall 'P -4 2n' _space_group_name_H-M_alt 'P -4 21 c' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_method SHELXL-2019/3 _audit_update_record ; 2023-09-20 deposited with the CCDC. 2024-11-18 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.82724(7) _cell_length_b 14.82724(7) _cell_length_c 16.45463(14) _cell_measurement_reflns_used 26135 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 72.7940 _cell_measurement_theta_min 4.0050 _cell_volume 3617.50(4) _computing_cell_refinement 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_data_collection 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_data_reduction 'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)' _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; 'WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _computing_structure_refinement ; SHELXL-2019/2 (Sheldrick, 2019) Sheldrick GM (2008) Acta Crystallogr A64:112--122 and C. B. H\"ubschle, G. M. Sheldrick and B. Dittrich ShelXle: a Qt graphical user interface for SHELXL J. Appl. Cryst., 44, (2011) 1281-1284. ; _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 150.01(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.1150 _diffrn_detector_type EosS2 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, EosS2' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0434 _diffrn_reflns_av_unetI/netI 0.0152 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 62561 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 72.919 _diffrn_reflns_theta_min 4.013 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 4.742 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.66237 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.465 _exptl_crystal_description prism _exptl_crystal_F_000 1632 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: n-hexane' _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_min 0.030 _refine_diff_density_max 0.183 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.040 _refine_ls_abs_structure_details ; Flack x determined using 1464 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.012(4) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 262 _refine_ls_number_reflns 3612 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.034 _refine_ls_R_factor_all 0.0207 _refine_ls_R_factor_gt 0.0193 _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^)+(0.0238P)^2^+1.1131P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.0457 _reflns_Friedel_coverage 0.785 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.993 _reflns_number_gt 3478 _reflns_number_total 3612 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4cy01032a2.cif _cod_data_source_block s23uh24 _cod_original_cell_volume 3617.50(5) _cod_database_code 1573243 _shelx_shelxl_version_number 2019/3 _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. ; _shelx_estimated_absorpt_t_min 0.649 _shelx_estimated_absorpt_t_max 0.871 _oxdiff_exptl_absorpt_empirical_full_min 0.744 _oxdiff_exptl_absorpt_empirical_full_max 1.514 _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _shelx_res_file ; TITL shelxt_a.res in P-42(1)c s23uh24.res created by SHELXL-2019/3 at 12:02:30 on 25-May-2023 CELL 1.54184 14.82724 14.82724 16.45463 90.000 90.000 90.000 ZERR 4.00 0.00007 0.00007 0.00014 0.000 0.000 0.000 LATT -1 SYMM - X, - Y, Z SYMM Y, - X, - Z SYMM - Y, X, - Z SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SYMM 1/2 + X, 1/2 - Y, 1/2 - Z SYMM 1/2 - Y, 1/2 - X, 1/2 + Z SYMM 1/2 + Y, 1/2 + X, 1/2 + Z SFAC C H O P RU UNIT 168 136 24 8 4 ACTA FMAP 2 PLAN 5 BOND $H CONF LIST 4 L.S. 10 TEMP -123.00 SIZE 0.1 0.05 0.03 WGHT 0.023800 1.113100 FVAR 3.41533 0.66335 RU 5 0.500000 0.000000 0.294244 10.50000 0.02331 0.01640 = 0.01095 0.00000 0.00000 -0.00030 P 4 0.489308 0.106462 0.403593 11.00000 0.02076 0.01578 = 0.01275 -0.00036 0.00053 -0.00065 O1 3 0.638114 0.017019 0.307622 11.00000 0.02313 0.02288 = 0.01887 0.00085 0.00337 -0.00050 O2 3 0.671526 0.011464 0.174875 11.00000 0.03849 0.05759 = 0.02212 -0.00185 0.00722 -0.00734 O3 3 0.513242 -0.146529 0.164221 11.00000 0.06230 0.02859 = 0.02121 -0.00865 0.00831 -0.00310 C1 1 0.522840 0.046393 0.496062 11.00000 0.03035 0.02208 = 0.01388 -0.00100 -0.00317 0.00094 AFIX 23 H1A 2 0.589199 0.039184 0.497501 11.00000 -1.20000 H1B 2 0.504135 0.081065 0.544639 11.00000 -1.20000 AFIX 0 C2 1 0.558065 0.208087 0.401811 11.00000 0.02022 0.01775 = 0.01714 -0.00089 -0.00134 0.00077 C3 1 0.610274 0.230750 0.335043 11.00000 0.02955 0.02219 = 0.02114 -0.00251 0.00050 -0.00226 AFIX 43 H3 2 0.614307 0.190629 0.290176 11.00000 -1.20000 AFIX 0 C4 1 0.656894 0.312373 0.333639 11.00000 0.03479 0.03204 = 0.02809 0.00201 0.00505 -0.01147 AFIX 43 H4 2 0.692008 0.328021 0.287451 11.00000 -1.20000 AFIX 0 C5 1 0.652345 0.370476 0.398835 11.00000 0.03985 0.02593 = 0.03058 -0.00028 -0.00398 -0.01333 AFIX 43 H5 2 0.683788 0.426281 0.397450 11.00000 -1.20000 AFIX 0 C6 1 0.601803 0.347239 0.466337 11.00000 0.04267 0.02863 = 0.02827 -0.01045 0.00035 -0.01062 AFIX 43 H6 2 0.599006 0.387080 0.511482 11.00000 -1.20000 AFIX 0 C7 1 0.555311 0.266391 0.468548 11.00000 0.03171 0.02788 = 0.02284 -0.00591 0.00539 -0.00518 AFIX 43 H7 2 0.521491 0.250473 0.515439 11.00000 -1.20000 AFIX 0 C8 1 0.376255 0.148828 0.423655 11.00000 0.02221 0.01702 = 0.02521 -0.00510 0.00330 -0.00324 C9 1 0.336127 0.141890 0.499857 11.00000 0.03744 0.03262 = 0.03561 0.00321 0.01649 0.00270 AFIX 43 H9 2 0.367805 0.113485 0.543023 11.00000 -1.20000 AFIX 0 C10 1 0.250311 0.176049 0.513414 11.00000 0.03760 0.04441 = 0.05513 -0.00321 0.02341 -0.00105 AFIX 43 H10 2 0.223309 0.170734 0.565551 11.00000 -1.20000 AFIX 0 C11 1 0.204367 0.217696 0.451052 11.00000 0.02284 0.04551 = 0.07213 -0.02153 0.00397 0.00058 AFIX 43 H11 2 0.145261 0.240341 0.460011 11.00000 -1.20000 AFIX 0 C12 1 0.244028 0.226583 0.375609 11.00000 0.03270 0.05065 = 0.05134 -0.01648 -0.01443 0.01254 AFIX 43 H12 2 0.212774 0.256682 0.333129 11.00000 -1.20000 AFIX 0 C13 1 0.329623 0.191584 0.361630 11.00000 0.03237 0.03906 = 0.02969 -0.00737 -0.00454 0.01008 AFIX 43 H13 2 0.356266 0.196994 0.309350 11.00000 -1.20000 AFIX 0 C14 1 0.692402 0.022340 0.246345 11.00000 0.02789 0.01992 = 0.02504 0.00067 0.00770 0.00026 PART 1 AFIX 66 C15 1 0.786057 0.048349 0.266656 21.00000 0.03892 0.01156 = 0.02412 -0.00510 -0.00321 0.00314 C16 1 0.818356 0.041889 0.345745 21.00000 0.02732 0.04322 = 0.02900 -0.00168 0.01091 0.00618 AFIX 43 H16 2 0.780984 0.017946 0.387383 21.00000 -1.20000 AFIX 65 C17 1 0.905336 0.070463 0.363911 21.00000 0.02606 0.05661 = 0.02376 -0.00634 0.00303 0.00777 AFIX 43 H17 2 0.927410 0.066048 0.417964 21.00000 -1.20000 AFIX 65 C18 1 0.960017 0.105496 0.302989 21.00000 0.02431 0.03305 = 0.03928 -0.00216 0.00047 -0.00219 AFIX 43 H18 2 1.019464 0.125024 0.315405 21.00000 -1.20000 AFIX 65 C19 1 0.927720 0.111955 0.223900 21.00000 0.03668 0.03887 = 0.03606 0.01132 0.00259 -0.00738 AFIX 43 H19 2 0.965092 0.135899 0.182263 21.00000 -1.20000 AFIX 65 C20 1 0.840740 0.083382 0.205733 21.00000 0.03626 0.03360 = 0.02675 0.00352 0.00130 -0.01089 AFIX 43 H20 2 0.818666 0.087797 0.151679 21.00000 -1.20000 AFIX 66 PART 2 C15A 1 0.789334 0.045070 0.278363 -21.00000 0.01360 0.02375 = 0.03328 0.00239 0.01832 0.00075 C16A 1 0.811800 0.036872 0.360042 -21.00000 0.02056 0.02875 = 0.03254 -0.00483 -0.00004 0.00014 AFIX 43 H16A 2 0.769437 0.012495 0.397372 -21.00000 -1.20000 AFIX 65 C17A 1 0.896251 0.064341 0.387102 -21.00000 0.03208 0.03982 = 0.02854 -0.00687 0.01249 0.00196 AFIX 43 H17A 2 0.911606 0.058738 0.442926 -21.00000 -1.20000 AFIX 65 C18A 1 0.958236 0.100009 0.332483 -21.00000 0.03345 0.03459 = 0.04054 -0.00457 0.00194 0.00783 AFIX 43 H18A 2 1.015955 0.118782 0.350978 -21.00000 -1.20000 AFIX 65 C19A 1 0.935771 0.108207 0.250804 -21.00000 0.02009 0.03200 = 0.04279 0.01607 0.00638 -0.00866 AFIX 43 H19A 2 0.978135 0.132584 0.213474 -21.00000 -1.20000 AFIX 65 C20A 1 0.851320 0.080738 0.223742 -21.00000 0.02940 0.02751 = 0.02732 0.01096 0.00030 0.00605 AFIX 43 H20A 2 0.835966 0.086342 0.167918 -21.00000 -1.20000 AFIX 0 PART 0 C21 1 0.509356 -0.091873 0.212492 11.00000 0.03497 0.02495 = 0.01604 0.00399 0.00241 -0.00304 HKLF 4 REM shelxt_a.res in P-42(1)c REM wR2 = 0.0457, GooF = S = 1.034, Restrained GooF = 1.034 for all data REM R1 = 0.0193 for 3478 Fo > 4sig(Fo) and 0.0207 for all 3612 data REM 262 parameters refined using 0 restraints END WGHT 0.0238 1.1128 REM Highest difference peak 0.183, deepest hole -0.389, 1-sigma level 0.040 Q1 1 0.4968 0.0399 0.3689 11.00000 0.05 0.18 Q2 1 0.5383 0.1582 0.4074 11.00000 0.05 0.17 Q3 1 0.5031 -0.0411 0.2173 11.00000 0.05 0.16 Q4 1 0.4318 0.1410 0.4148 11.00000 0.05 0.16 Q5 1 0.5576 -0.0588 0.2743 11.00000 0.05 0.15 ; _shelx_res_checksum 32778 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-y+1/2, -x+1/2, z+1/2' 'y+1/2, x+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 Ru Ru 0.500000 0.000000 0.29424(2) 0.01688(7) Uani 1 2 d S T P . . P P 0.48931(4) 0.10646(4) 0.40359(3) 0.01643(12) Uani 1 1 d . . . . . O1 O 0.63811(11) 0.01702(12) 0.30762(10) 0.0216(4) Uani 1 1 d . . . . . O2 O 0.67153(14) 0.01146(19) 0.17487(12) 0.0394(5) Uani 1 1 d . . . . . O3 O 0.51324(19) -0.14653(13) 0.16422(11) 0.0374(6) Uani 1 1 d . . . . . C1 C 0.52284(17) 0.04639(17) 0.49606(15) 0.0221(6) Uani 1 1 d . . . . . H1A H 0.589199 0.039184 0.497501 0.027 Uiso 1 1 calc R U . . . H1B H 0.504135 0.081065 0.544639 0.027 Uiso 1 1 calc R U . . . C2 C 0.55807(16) 0.20809(16) 0.40181(16) 0.0184(5) Uani 1 1 d . . . . . C3 C 0.61027(19) 0.23075(18) 0.33504(17) 0.0243(6) Uani 1 1 d . . . . . H3 H 0.614307 0.190629 0.290176 0.029 Uiso 1 1 calc R U . . . C4 C 0.6569(2) 0.3124(2) 0.33364(19) 0.0316(7) Uani 1 1 d . . . . . H4 H 0.692008 0.328021 0.287451 0.038 Uiso 1 1 calc R U . . . C5 C 0.6523(2) 0.37048(19) 0.39884(19) 0.0321(6) Uani 1 1 d . . . . . H5 H 0.683788 0.426281 0.397450 0.039 Uiso 1 1 calc R U . . . C6 C 0.6018(2) 0.3472(2) 0.46634(19) 0.0332(7) Uani 1 1 d . . . . . H6 H 0.599006 0.387080 0.511482 0.040 Uiso 1 1 calc R U . . . C7 C 0.5553(2) 0.26639(19) 0.46855(17) 0.0275(6) Uani 1 1 d . . . . . H7 H 0.521491 0.250473 0.515439 0.033 Uiso 1 1 calc R U . . . C8 C 0.37626(17) 0.14883(17) 0.42365(16) 0.0215(5) Uani 1 1 d . . . . . C9 C 0.3361(2) 0.1419(2) 0.4999(2) 0.0352(7) Uani 1 1 d . . . . . H9 H 0.367805 0.113485 0.543023 0.042 Uiso 1 1 calc R U . . . C10 C 0.2503(2) 0.1760(2) 0.5134(2) 0.0457(9) Uani 1 1 d . . . . . H10 H 0.223309 0.170734 0.565551 0.055 Uiso 1 1 calc R U . . . C11 C 0.2044(2) 0.2177(2) 0.4511(2) 0.0468(9) Uani 1 1 d . . . . . H11 H 0.145261 0.240341 0.460011 0.056 Uiso 1 1 calc R U . . . C12 C 0.2440(2) 0.2266(2) 0.3756(2) 0.0449(9) Uani 1 1 d . . . . . H12 H 0.212774 0.256682 0.333129 0.054 Uiso 1 1 calc R U . . . C13 C 0.3296(2) 0.1916(2) 0.3616(2) 0.0337(7) Uani 1 1 d . . . . . H13 H 0.356266 0.196994 0.309350 0.040 Uiso 1 1 calc R U . . . C14 C 0.69240(18) 0.02234(16) 0.24635(17) 0.0243(6) Uani 1 1 d . . . . . C15 C 0.7861(6) 0.0483(9) 0.2667(9) 0.025(2) Uani 0.66(7) 1 d G . P A 1 C16 C 0.8184(8) 0.0419(10) 0.3457(10) 0.033(2) Uani 0.66(7) 1 d G . P A 1 H16 H 0.780984 0.017946 0.387383 0.040 Uiso 0.66(7) 1 calc R U P A 1 C17 C 0.9053(9) 0.0705(9) 0.3639(13) 0.035(2) Uani 0.66(7) 1 d G . P A 1 H17 H 0.927410 0.066048 0.417964 0.043 Uiso 0.66(7) 1 calc R U P A 1 C18 C 0.9600(6) 0.1055(8) 0.3030(16) 0.032(3) Uani 0.66(7) 1 d G . P A 1 H18 H 1.019464 0.125024 0.315405 0.039 Uiso 0.66(7) 1 calc R U P A 1 C19 C 0.9277(8) 0.1120(9) 0.2239(14) 0.037(2) Uani 0.66(7) 1 d G . P A 1 H19 H 0.965092 0.135899 0.182263 0.045 Uiso 0.66(7) 1 calc R U P A 1 C20 C 0.8407(9) 0.0834(10) 0.2057(10) 0.032(2) Uani 0.66(7) 1 d G . P A 1 H20 H 0.818666 0.087797 0.151679 0.039 Uiso 0.66(7) 1 calc R U P A 1 C15A C 0.7893(11) 0.0451(18) 0.2784(19) 0.024(4) Uani 0.34(7) 1 d G . P A 2 C16A C 0.8118(15) 0.0369(19) 0.3600(19) 0.027(4) Uani 0.34(7) 1 d G . P A 2 H16A H 0.769437 0.012495 0.397372 0.033 Uiso 0.34(7) 1 calc R U P A 2 C17A C 0.8963(17) 0.0643(19) 0.387(3) 0.033(4) Uani 0.34(7) 1 d G . P A 2 H17A H 0.911606 0.058738 0.442926 0.040 Uiso 0.34(7) 1 calc R U P A 2 C18A C 0.9582(11) 0.1000(15) 0.332(3) 0.036(5) Uani 0.34(7) 1 d G . P A 2 H18A H 1.015955 0.118782 0.350978 0.043 Uiso 0.34(7) 1 calc R U P A 2 C19A C 0.9358(14) 0.1082(16) 0.251(3) 0.032(6) Uani 0.34(7) 1 d G . P A 2 H19A H 0.978135 0.132584 0.213474 0.038 Uiso 0.34(7) 1 calc R U P A 2 C20A C 0.8513(16) 0.0807(18) 0.224(2) 0.028(4) Uani 0.34(7) 1 d G . P A 2 H20A H 0.835966 0.086342 0.167918 0.034 Uiso 0.34(7) 1 calc R U P A 2 C21 C 0.5094(2) -0.09187(17) 0.21249(14) 0.0253(5) Uani 1 1 d . . . . . 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 Ru 0.02331(13) 0.01640(12) 0.01095(11) 0.000 0.000 -0.00030(13) P 0.0208(3) 0.0158(3) 0.0127(2) -0.0004(2) 0.0005(3) -0.0007(2) O1 0.0231(8) 0.0229(10) 0.0189(8) 0.0009(7) 0.0034(6) -0.0005(7) O2 0.0385(11) 0.0576(15) 0.0221(9) -0.0019(12) 0.0072(8) -0.0073(12) O3 0.0623(16) 0.0286(10) 0.0212(9) -0.0086(8) 0.0083(11) -0.0031(11) C1 0.0303(15) 0.0221(13) 0.0139(11) -0.0010(9) -0.0032(10) 0.0009(11) C2 0.0202(12) 0.0177(11) 0.0171(12) -0.0009(10) -0.0013(10) 0.0008(9) C3 0.0295(14) 0.0222(13) 0.0211(13) -0.0025(10) 0.0005(11) -0.0023(11) C4 0.0348(16) 0.0320(16) 0.0281(15) 0.0020(12) 0.0051(12) -0.0115(13) C5 0.0398(16) 0.0259(14) 0.0306(15) -0.0003(12) -0.0040(13) -0.0133(12) C6 0.0427(17) 0.0286(14) 0.0283(16) -0.0104(12) 0.0003(13) -0.0106(13) C7 0.0317(15) 0.0279(14) 0.0228(14) -0.0059(11) 0.0054(12) -0.0052(12) C8 0.0222(12) 0.0170(12) 0.0252(14) -0.0051(10) 0.0033(10) -0.0032(9) C9 0.0374(17) 0.0326(15) 0.0356(17) 0.0032(13) 0.0165(14) 0.0027(13) C10 0.0376(19) 0.0444(19) 0.055(2) -0.0032(17) 0.0234(17) -0.0010(15) C11 0.0228(15) 0.046(2) 0.072(3) -0.0215(19) 0.0040(17) 0.0006(14) C12 0.0327(17) 0.051(2) 0.051(2) -0.0165(17) -0.0144(16) 0.0125(15) C13 0.0324(16) 0.0391(17) 0.0297(16) -0.0074(13) -0.0045(13) 0.0101(13) C14 0.0279(13) 0.0199(14) 0.0250(13) 0.0007(10) 0.0077(11) 0.0003(9) C15 0.039(6) 0.012(4) 0.024(4) -0.005(3) -0.003(4) 0.003(3) C16 0.027(4) 0.043(5) 0.029(4) -0.002(3) 0.011(3) 0.006(3) C17 0.026(4) 0.057(5) 0.024(5) -0.006(4) 0.003(4) 0.008(3) C18 0.024(3) 0.033(3) 0.039(8) -0.002(5) 0.000(3) -0.002(2) C19 0.037(4) 0.039(4) 0.036(6) 0.011(4) 0.003(4) -0.007(3) C20 0.036(4) 0.034(4) 0.027(4) 0.004(3) 0.001(3) -0.011(4) C15A 0.014(8) 0.024(8) 0.033(10) 0.002(7) 0.018(6) 0.001(6) C16A 0.021(7) 0.029(7) 0.033(7) -0.005(6) 0.000(6) 0.000(5) C17A 0.032(7) 0.040(7) 0.029(10) -0.007(7) 0.012(7) 0.002(5) C18A 0.033(7) 0.035(7) 0.041(16) -0.005(9) 0.002(8) 0.008(6) C19A 0.020(6) 0.032(6) 0.043(15) 0.016(9) 0.006(8) -0.009(5) C20A 0.029(8) 0.028(7) 0.027(9) 0.011(6) 0.000(6) 0.006(6) C21 0.0350(15) 0.0250(12) 0.0160(10) 0.0040(9) 0.0024(13) -0.0030(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru 0.0552 3.2960 '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 C21 Ru C21 91.02(14) 2_655 . ? C21 Ru O1 93.40(11) 2_655 . ? C21 Ru O1 95.12(11) . . ? C21 Ru O1 95.13(11) 2_655 2_655 ? C21 Ru O1 93.40(11) . 2_655 ? O1 Ru O1 167.82(9) . 2_655 ? C21 Ru P 93.09(7) 2_655 . ? C21 Ru P 175.89(7) . . ? O1 Ru P 84.58(5) . . ? O1 Ru P 86.29(5) 2_655 . ? C21 Ru P 175.89(7) 2_655 2_655 ? C21 Ru P 93.09(7) . 2_655 ? O1 Ru P 86.29(5) . 2_655 ? O1 Ru P 84.58(5) 2_655 2_655 ? P Ru P 82.81(3) . 2_655 ? C2 P C8 103.48(11) . . ? C2 P C1 105.31(12) . . ? C8 P C1 105.49(12) . . ? C2 P Ru 119.72(9) . . ? C8 P Ru 115.09(9) . . ? C1 P Ru 106.57(8) . . ? C14 O1 Ru 122.63(17) . . ? C1 C1 P 108.44(13) 2_655 . ? C1 C1 H1A 110.0 2_655 . ? P C1 H1A 110.0 . . ? C1 C1 H1B 110.0 2_655 . ? P C1 H1B 110.0 . . ? H1A C1 H1B 108.4 . . ? C3 C2 C7 119.3(2) . . ? C3 C2 P 121.79(19) . . ? C7 C2 P 118.9(2) . . ? C2 C3 C4 120.1(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.4(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 119.7(3) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C7 C6 C5 120.5(3) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C2 120.0(3) . . ? C6 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ? C13 C8 C9 118.9(3) . . ? C13 C8 P 118.9(2) . . ? C9 C8 P 122.1(2) . . ? C10 C9 C8 120.7(3) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C11 C10 C9 119.8(3) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 120.1(3) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 120.1(3) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C8 C13 C12 120.3(3) . . ? C8 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? O2 C14 O1 125.6(3) . . ? O2 C14 C15 119.2(6) . . ? O1 C14 C15 115.1(6) . . ? O2 C14 C15A 125.6(10) . . ? O1 C14 C15A 108.8(10) . . ? C16 C15 C20 120.0 . . ? C16 C15 C14 121.1(7) . . ? C20 C15 C14 118.8(7) . . ? C15 C16 C17 120.0 . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C18 C17 C16 120.0 . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 120.0 . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C19 C20 C15 120.0 . . ? C19 C20 H20 120.0 . . ? C15 C20 H20 120.0 . . ? C16A C15A C20A 120.0 . . ? C16A C15A C14 121.7(13) . . ? C20A C15A C14 118.1(13) . . ? C17A C16A C15A 120.0 . . ? C17A C16A H16A 120.0 . . ? C15A C16A H16A 120.0 . . ? C16A C17A C18A 120.0 . . ? C16A C17A H17A 120.0 . . ? C18A C17A H17A 120.0 . . ? C19A C18A C17A 120.0 . . ? C19A C18A H18A 120.0 . . ? C17A C18A H18A 120.0 . . ? C20A C19A C18A 120.0 . . ? C20A C19A H19A 120.0 . . ? C18A C19A H19A 120.0 . . ? C19A C20A C15A 120.0 . . ? C19A C20A H20A 120.0 . . ? C15A C20A H20A 120.0 . . ? O3 C21 Ru 178.7(3) . . ? 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 Ru C21 1.919(2) 2_655 ? Ru C21 1.919(2) . ? Ru O1 2.0750(17) . ? Ru O1 2.0751(17) 2_655 ? Ru P 2.3988(6) . ? Ru P 2.3988(6) 2_655 ? P C2 1.820(2) . ? P C8 1.820(3) . ? P C1 1.832(3) . ? O1 C14 1.293(3) . ? O2 C14 1.227(3) . ? O3 C21 1.136(3) . ? C1 C1 1.533(5) 2_655 ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.385(4) . ? C2 C7 1.398(4) . ? C3 C4 1.394(4) . ? C3 H3 0.9500 . ? C4 C5 1.378(4) . ? C4 H4 0.9500 . ? C5 C6 1.383(4) . ? C5 H5 0.9500 . ? C6 C7 1.383(4) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C13 1.386(4) . ? C8 C9 1.392(4) . ? C9 C10 1.388(4) . ? C9 H9 0.9500 . ? C10 C11 1.378(5) . ? C10 H10 0.9500 . ? C11 C12 1.380(5) . ? C11 H11 0.9500 . ? C12 C13 1.390(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.479(9) . ? C14 C15A 1.567(19) . ? C15 C16 1.3900 . ? C15 C20 1.3900 . ? C16 C17 1.3900 . ? C16 H16 0.9500 . ? C17 C18 1.3900 . ? C17 H17 0.9500 . ? C18 C19 1.3900 . ? C18 H18 0.9500 . ? C19 C20 1.3900 . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C15A C16A 1.3900 . ? C15A C20A 1.3900 . ? C16A C17A 1.3900 . ? C16A H16A 0.9500 . ? C17A C18A 1.3900 . ? C17A H17A 0.9500 . ? C18A C19A 1.3900 . ? C18A H18A 0.9500 . ? C19A C20A 1.3900 . ? C19A H19A 0.9500 . ? C20A H20A 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 C2 P C1 C1 -172.40(19) . . . 2_655 ? C8 P C1 C1 78.5(2) . . . 2_655 ? Ru P C1 C1 -44.2(2) . . . 2_655 ? C8 P C2 C3 -123.1(2) . . . . ? C1 P C2 C3 126.3(2) . . . . ? Ru P C2 C3 6.6(2) . . . . ? C8 P C2 C7 54.4(2) . . . . ? C1 P C2 C7 -56.1(2) . . . . ? Ru P C2 C7 -175.86(18) . . . . ? C7 C2 C3 C4 -2.2(4) . . . . ? P C2 C3 C4 175.4(2) . . . . ? C2 C3 C4 C5 0.8(5) . . . . ? C3 C4 C5 C6 0.6(5) . . . . ? C4 C5 C6 C7 -0.5(5) . . . . ? C5 C6 C7 C2 -1.0(5) . . . . ? C3 C2 C7 C6 2.3(4) . . . . ? P C2 C7 C6 -175.3(2) . . . . ? C2 P C8 C13 74.8(2) . . . . ? C1 P C8 C13 -174.9(2) . . . . ? Ru P C8 C13 -57.7(2) . . . . ? C2 P C8 C9 -103.4(2) . . . . ? C1 P C8 C9 6.9(3) . . . . ? Ru P C8 C9 124.1(2) . . . . ? C13 C8 C9 C10 0.9(5) . . . . ? P C8 C9 C10 179.1(3) . . . . ? C8 C9 C10 C11 -0.3(5) . . . . ? C9 C10 C11 C12 -0.9(6) . . . . ? C10 C11 C12 C13 1.6(5) . . . . ? C9 C8 C13 C12 -0.2(4) . . . . ? P C8 C13 C12 -178.5(2) . . . . ? C11 C12 C13 C8 -1.0(5) . . . . ? Ru O1 C14 O2 -5.8(4) . . . . ? Ru O1 C14 C15 171.0(6) . . . . ? Ru O1 C14 C15A 174.1(11) . . . . ? O2 C14 C15 C16 -165.4(6) . . . . ? O1 C14 C15 C16 17.5(10) . . . . ? O2 C14 C15 C20 17.3(10) . . . . ? O1 C14 C15 C20 -159.7(6) . . . . ? C20 C15 C16 C17 0.0 . . . . ? C14 C15 C16 C17 -177.2(10) . . . . ? C15 C16 C17 C18 0.0 . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C18 C19 C20 C15 0.0 . . . . ? C16 C15 C20 C19 0.0 . . . . ? C14 C15 C20 C19 177.2(10) . . . . ? O2 C14 C15A C16A -165.6(10) . . . . ? O1 C14 C15A C16A 14.5(16) . . . . ? O2 C14 C15A C20A 19.4(19) . . . . ? O1 C14 C15A C20A -160.6(11) . . . . ? C20A C15A C16A C17A 0.0 . . . . ? C14 C15A C16A C17A -175.0(19) . . . . ? C15A C16A C17A C18A 0.0 . . . . ? C16A C17A C18A C19A 0.0 . . . . ? C17A C18A C19A C20A 0.0 . . . . ? C18A C19A C20A C15A 0.0 . . . . ? C16A C15A C20A C19A 0.0 . . . . ? C14 C15A C20A C19A 175.1(18) . . . . ?