# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'RSC Advances' _journal_coden_cambridge 1500 #TrackingRef 'Godoetal.cif' #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2010-04-21 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? # PROCESSING SUMMARY (IUCr Office Use Only) _journal_data_validation_number ? _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_paper_category ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #============================================================================== # # SUBMISSION DETAILS _publ_contact_author_name 'Benyei, Attila C.' # Name of author for correspondence _publ_contact_author_address ;Department of Chemistry University of Debrecen Debrecen Hungary ; # Address of author for correspondence _publ_contact_author_email abenyei@delfin.unideb.hu _publ_contact_author_fax 00(36)52512915 _publ_contact_author_phone '00(36)52512900 ext 22486' _publ_contact_letter ; Submission dated :2010-04-21 Please consider this CIF submission as a supplement to our publication to be submitted to Journal of Inorganic Biochemistry I certify that all authors have seen and approved of this submission, that all have made significant scientific contributions to the work reported, and that all share responsibility and accountability for the results. The CIF has passed the Chester CHECKCIF routines and all possible Alerts have been responded to. The CIF also gives a satisfactory PRINTCIF file. Benyei, Attila C. ; _publ_requested_category ? # one of FI/FM/FO #============================================================================== # # TITLE AND AUTHOR LIST _publ_section_title ; Synthesis and X-ray diffraction structures of novel half-sandwich Os(II)- and Ru(II)-hydroxamate complexes ; _publ_section_title_footnote ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_footnote _publ_author_address #<--'Last name, first name' #<--'Last name, first name' #<--'Last name, first name' #<--'Last name, first name' #<--'Last name, first name' P.Buglyo ; ? ; ; Department of Inorganic and Analytical Chemistry University of Debrecen Debrecen Hungary ; A.Godo ; ? ; ; Department of Chemistry Laboratory for X-ray Diffraction University of Debrecen Debrecen Hungary ; D.Egan ; Department of Science, Institute of Technology, Tallaght, Dublin 24, Ireland ; ; Centre for Pharmaceutical Research and Development, Institute of Technology Tallaght, Dublin 24, Ireland. ; A.Benyei ; Department of Science, Institute of Technology, Tallaght, Dublin 24, Ireland ; ; Centre for Pharmaceutical Research and Development, Institute of Technology Tallaght, Dublin 24, Ireland. ; B.Duff ; ? ; ; Department of Inorganic and Analytical Chemistry University of Debrecen Debrecen Hungary ; #============================================================ # # TEXT _publ_section_synopsis ; ? ; # A synopsis (< 40 words) in place of the ? character is REQUIRED for # inorganic structure papers in Acta Cryst C. # _publ_section_abstract ; ? ; # Replace the ? character with a concise structurally-informative abstract # The abstract should state the formula and systematic compound name if not # already in the title. It should also report any crystallographic symmetry # (not 1) required of the structure by the space group. Do not give crystal # data here. # ----------------------------------------------------------------------------- _publ_section_comment ; ? ; # For Acta C submissions, replace the ? character with an informative Comment # section which provides significant added value to the numerical data freely # available in the CIF. # _publ_section_acknowledgements ; ? ; # Replace the ? character with any acknowledgements. # _publ_section_related_literature ; ? ; _publ_section_references ; # # Put here all your general crystallographic references # Unecessary ones can be deleted from the document CIF # Flack H. D. & Bernardinelli, G. (1999). Acta Cryst. A55, 908-915. Flack H. D. & Bernardinelli, G. (2000). J. Appl. Cryst. 33, 1143-1148. Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269. Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr. 34, 824-828 Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr. 35, 281. MACH3/PC Software: Enraf-Nonius (1996). Enraf-Nonius, Delft, The Netherlands. Cambridge Structural Database: Allen, F. R. (2002). Acta Cryst. B58, 380-388. CAMERON: Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON. Chemical Crystallography Laboratory, Oxford, England. CrysAlis CCD, CrysAlis RED and associated programs: Oxford Diffraction (2006). Program name(s). Oxford Diffraction Ltd, Abingdon, England. CRYSTALS: Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487. enCIFer: Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler, M. (2004). J. Appl. Cryst. 37, 335-338. Mercury: Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457. Mogul: Bruno, I. J., Cole, J. C., Kessler, M., Luo, J., Motherwell, W. D. S., Purkis, L. H., Smith, B. R., Taylor, R., Cooper, R. I., Harris, S. E. & Orpen, A. G. (2004). J. Chem. Inf. Comput. Sci. 44, 2133-2144. ORTEPII: Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA. ORTEPIII: Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL-6895. Oak Ridge National Laboratory, Tennessee, USA. ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. PARST: Nardelli, M. (1995). J. Appl. Cryst. 28, 659. PLATON: Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13. publCIF: Westrip, S. P. (2008). publCIF. In preparation. SHELX Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. SIR92: Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. SIR97: Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119. SIR2002: Burla, M. C., Camalli, M., Carrozzini, B., Cascarano, G. L., Giacovazzo, C., Polidori, G. & Spagna, R. (2003). J. Appl. Cryst. 36, 1103. WinGX: Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838. X-AREA, X-RED, X-RED32, X-SHAPE: Stoe & Cie (2002). Program name(s). Stoe & Cie GmbH, Darmstadt, Germany. XCAD4: Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany. ; # List of references should be in alphabetical sequence with one blank # line between each reference. See Notes for Authors for full # specifications as to how references should be presented. # Scattering-factor references are not needed here # ----------------------------------------------------------------------------- _publ_section_figure_captions ; ? ; # Replace the '?" character with e.g. # "Fig. 1. A view of (1). Displacement ellipsoids are drawn at the 30% # probability level." # ----------------------------------------------------------------------------- _publ_section_table_legends ; ? ; # Replace the '?" character with e.g. # "Table 1. Selected geometric parameters (\%A, \%) for compound (1)." # # "Table 2. Hydrogen-bond parameters (\%A, \%) for compound (1)." # # ----------------------------------------------------------------------------- _publ_section_exptl_prep ; ? ; # Replace the ? character with concise details including reagent quantities # and reaction conditions of compound preparation. A reference may suffice, # but do give sufficient brief details if the method is unpublished or # deviates from a published method. Also give the crystallisation procedure # and solvent(s). This is a good place to give any physical details such as # analytical and supportive spectroscopic data, and melting point if known. # Long lists of spectroscopic data should not be given here but should be # placed in the _exptl_special_details section of the CIF. # ----------------------------------------------------------------------------- _publ_section_exptl_refinement ; ? ; # Replace the ? character with concise details of any UNUSUAL aspects of the # data collection and structure analysis. # If H atoms were not treated as "constrained", details of how they were # allowed for and range of refined X-H distances MUST be given here. For # constrained X-H distances, report the ranges of the various X-H dimensions # and treatment of U(H). # Routine statements about data collection and processing, structure # solution methods or anisotropic refinement should NOT be given here # (this information is generated automatically from other details in the # CIF). # Note that if RESTRAINTS are used in the refinement, concise details # of what these were should either be given here or in the # _refinement_special # #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_5 _database_code_depnum_ccdc_archive 'CCDC 838351' #TrackingRef 'Godoetal.cif' _audit_creation_date 2011-06-02T18:54:37-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C28 H40 F6 N2 O10 Ru2 S2' _chemical_formula_sum 'C28 H40 F6 N2 O10 Ru2 S2' _chemical_formula_weight 944.88 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3370(10) _cell_length_b 12.2720(10) _cell_length_c 17.7630(10) _cell_angle_alpha 99.830(10) _cell_angle_beta 103.220(10) _cell_angle_gamma 105.480(10) _cell_volume 1850.3(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.59 _cell_measurement_theta_max 15.47 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.696 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 1.012 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351 Number of psi-scan sets used was 3 Theta correction was applied. Averaged transmission function was used. No Fourier smoothing was applied. ; _exptl_absorpt_correction_T_min 0.7717 _exptl_absorpt_correction_T_max 0.9934 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'Enraf Nonius FR590' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius MACH3' _diffrn_measurement_method 'non-profiled \w/2\t scans' _diffrn_reflns_number 7046 _diffrn_reflns_av_R_equivalents 0.0808 _diffrn_reflns_av_unetI/netI 0.0471 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 25.33 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measured_fraction_theta_full 0.981 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_standards_number 4 _diffrn_standards_interval_count 114 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 -7 -3 -1 1 -5 -1 3 -5 -1 2 -5 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _reflns_number_total 6618 _reflns_number_gt 4812 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0864 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1704 _refine_ls_goodness_of_fit_ref 1.11 _refine_ls_restrained_S_all 1.11 _refine_ls_number_reflns 6618 _refine_ls_number_parameters 534 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0760P)^2^+6.4524P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.412 _refine_diff_density_min -0.635 _refine_diff_density_rms 0.122 _refine_ls_extinction_method none 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'MACH3/PC (Enraf Nonius, 1996)' _computing_cell_refinement 'MACH3/PC (Enraf Nonius, 1996)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.2610(10) 0.5106(7) 0.7389(5) 0.055(2) Uani d . 1 . . C C2 0.5487(10) 0.5918(8) 0.7698(7) 0.076(3) Uani d . 1 . . C H2A 0.5361 0.6654 0.7898 0.114 Uiso calc R 1 . . H H2B 0.6001 0.5983 0.7289 0.114 Uiso calc R 1 . . H H2C 0.61 0.5705 0.8125 0.114 Uiso calc R 1 . . H C3 0.2438(13) 0.6222(8) 0.7758(7) 0.082(3) Uani d . 1 . . C H3A 0.14 0.6088 0.7797 0.123 Uiso calc R 1 . . H H3B 0.2641 0.6764 0.7435 0.123 Uiso calc R 1 . . H H3C 0.3162 0.6538 0.8282 0.123 Uiso calc R 1 . . H C7 0.0427(10) 0.2283(11) 0.8237(6) 0.085(3) Uani d . 1 . . C H7A 0.0176 0.2687 0.8676 0.127 Uiso calc R 1 . . H H7B 0.0309 0.1493 0.8271 0.127 Uiso calc R 1 . . H H7C -0.0259 0.2283 0.7744 0.127 Uiso calc R 1 . . H C8 0.2648(13) 0.4467(11) 0.9437(6) 0.093(4) Uani d . 1 . . C H8A 0.2479 0.4028 0.9825 0.139 Uiso calc R 1 . . H H8B 0.1723 0.4643 0.9215 0.139 Uiso calc R 1 . . H H8C 0.3489 0.5181 0.9689 0.139 Uiso calc R 1 . . H C10 0.1135(10) 0.2845(7) 0.5273(4) 0.0527(19) Uani d . 1 . . C C12 -0.0189(9) 0.2443(7) 0.5523(5) 0.057(2) Uani d . 1 . . C H12 -0.0914 0.2839 0.547 0.068 Uiso calc . 1 . . H C13 -0.0469(9) 0.1466(7) 0.5852(5) 0.058(2) Uani d . 1 . . C H13 -0.1377 0.1215 0.5996 0.069 Uiso calc . 1 . . H C14 0.0626(10) 0.0875(7) 0.5960(5) 0.058(2) Uani d . 1 . . C C15 0.1964(10) 0.1240(7) 0.5705(4) 0.0517(19) Uani d . 1 . . C H15 0.267 0.0828 0.5744 0.062 Uiso calc . 1 . . H C16 0.2227(10) 0.2240(7) 0.5387(4) 0.0537(19) Uani d . 1 . . C H16 0.3141 0.2502 0.5251 0.064 Uiso calc . 1 . . H C17 0.0442(13) -0.0086(8) 0.6378(6) 0.077(3) Uani d . 1 . . C H17A 0.119 0.0177 0.6895 0.115 Uiso calc R 1 . . H H17B 0.0602 -0.0744 0.6071 0.115 Uiso calc R 1 . . H H17C -0.0586 -0.0312 0.6436 0.115 Uiso calc R 1 . . H C18 0.1376(13) 0.3919(8) 0.4936(5) 0.070(3) Uani d . 1 . . C H18 0.0936 0.4451 0.5213 0.084 Uiso calc R 1 . . H C19 0.3080(15) 0.4571(9) 0.5068(7) 0.097(4) Uani d . 1 . . C H19A 0.3646 0.4678 0.5614 0.145 Uiso calc R 1 . . H H19B 0.318 0.5319 0.4951 0.145 Uiso calc R 1 . . H H19C 0.3489 0.4128 0.4723 0.145 Uiso calc R 1 . . H C20 0.0465(15) 0.3546(11) 0.4063(6) 0.099(4) Uani d . 1 . . C H20A 0.0608 0.4213 0.384 0.148 Uiso calc R 1 . . H H20B -0.0617 0.3206 0.401 0.148 Uiso calc R 1 . . H H20C 0.0826 0.2982 0.3785 0.148 Uiso calc R 1 . . H C21 0.5561(12) 0.1621(8) 0.8322(6) 0.068(2) Uani d . 1 . . C C22 0.6704(10) 0.2731(8) 0.8737(5) 0.062(2) Uani d . 1 . . C H22 0.6998 0.2944 0.9291 0.074 Uiso calc . 1 . . H C23 0.7386(9) 0.3503(8) 0.8323(5) 0.061(2) Uani d . 1 . . C H23 0.8104 0.4226 0.8605 0.074 Uiso calc . 1 . . H C24 0.6986(9) 0.3186(8) 0.7484(5) 0.055(2) Uani d . 1 . . C C25 0.5906(9) 0.2094(7) 0.7061(5) 0.0533(19) Uani d . 1 . . C H25 0.5666 0.1874 0.6508 0.064 Uiso calc . 1 . . H C26 0.5178(10) 0.1324(7) 0.7473(5) 0.063(2) Uani d . 1 . . C H26 0.4438 0.0613 0.7184 0.075 Uiso calc . 1 . . H C27 0.7628(11) 0.4021(9) 0.7025(6) 0.076(3) Uani d . 1 . . C H27A 0.8495 0.385 0.6888 0.114 Uiso calc R 1 . . H H27B 0.7963 0.4805 0.7348 0.114 Uiso calc R 1 . . H H27C 0.6838 0.3941 0.6547 0.114 Uiso calc R 1 . . H C28 0.471(2) 0.0770(12) 0.8732(8) 0.122(5) Uani d . 1 . . C H28 0.3716 0.0334 0.8326 0.147 Uiso calc R 1 . . H C29 0.424(2) 0.1382(19) 0.9404(12) 0.171(8) Uani d . 1 . . C H29A 0.3752 0.082 0.9658 0.257 Uiso calc R 1 . . H H29B 0.3527 0.1767 0.9193 0.257 Uiso calc R 1 . . H H29C 0.5147 0.1947 0.9786 0.257 Uiso calc R 1 . . H C30 0.543(4) -0.0083(15) 0.8848(13) 0.262(16) Uani d . 1 . . C H30A 0.4706 -0.0844 0.8579 0.393 Uiso calc R 1 . . H H30B 0.5783 -0.0034 0.9408 0.393 Uiso calc R 1 . . H H30C 0.6305 0.0049 0.8636 0.393 Uiso calc R 1 . . H C70 -0.030(3) 0.838(2) 0.8846(18) 0.199(12) Uani d . 1 . . C C11 0.3045(10) 0.3762(8) 0.8783(5) 0.060(2) Uani d . 1 . . C N1 0.3967(7) 0.5026(5) 0.7365(4) 0.0521(16) Uani d . 1 . . N N11 0.2005(7) 0.2860(7) 0.8268(4) 0.0577(18) Uani d . 1 . . N O1 0.4056(5) 0.3939(4) 0.7032(3) 0.0451(11) Uani d . 1 . . O O2 0.1413(6) 0.4191(5) 0.7099(3) 0.0554(14) Uani d . 1 . . O O11 0.2461(5) 0.2321(4) 0.7639(3) 0.0455(12) Uani d . 1 . . O O12 0.4426(6) 0.4104(5) 0.8731(3) 0.0584(14) Uani d . 1 . . O O21 0.1861(11) 0.7528(10) 0.9328(6) 0.136(4) Uani d . 1 . . O O22 0.014(2) 0.767(2) 1.0052(9) 0.313(13) Uani d . 1 . . O O23 -0.0676(15) 0.6258(10) 0.8722(10) 0.204(7) Uani d . 1 . . O F21 -0.021(4) 0.805(2) 0.8091(13) 0.374(18) Uani d . 1 . . F F22 0.049(2) 0.9311(12) 0.9144(14) 0.280(10) Uani d . 1 . . F F23 -0.175(2) 0.8178(16) 0.8856(19) 0.391(19) Uani d . 1 . . F S1 0.5258(5) 0.1246(4) 0.4380(2) 0.0523(16) Uani d P 0.663(14) A 1 S O13 0.374(3) 0.0364(16) 0.4275(14) 0.105(6) Uani d P 0.663(14) A 1 O O14 0.581(3) 0.2214(18) 0.5079(16) 0.089(9) Uani d P 0.663(14) A 1 O O15 0.639(5) 0.079(4) 0.4075(15) 0.079(6) Uani d P 0.663(14) A 1 O C60 0.414(6) 0.155(6) 0.3640(19) 0.21(3) Uani d P 0.663(14) A 1 C F11 0.379(3) 0.2596(17) 0.3749(14) 0.132(8) Uani d P 0.663(14) A 1 F F12 0.626(4) 0.2923(18) 0.3787(15) 0.151(9) Uani d P 0.663(14) A 1 F F13 0.382(3) 0.098(2) 0.2892(14) 0.160(12) Uani d P 0.663(14) A 1 F S1A 0.5963(13) 0.1889(11) 0.4235(6) 0.077(4) Uani d P 0.337(14) A 2 S O13A 0.658(9) 0.093(7) 0.432(3) 0.075(12) Uani d P 0.337(14) A 2 O O14A 0.352(9) 0.060(5) 0.405(5) 0.20(3) Uani d P 0.337(14) A 2 O O15A 0.585(9) 0.211(6) 0.506(3) 0.14(3) Uani d P 0.337(14) A 2 O C60A 0.485(4) 0.198(3) 0.361(3) 0.055(10) Uani d P 0.337(14) A 2 C F11A 0.325(4) 0.202(2) 0.369(3) 0.096(10) Uani d P 0.337(14) A 2 F F12A 0.583(9) 0.246(5) 0.340(3) 0.17(2) Uani d P 0.337(14) A 2 F F13A 0.459(6) 0.146(4) 0.2948(19) 0.116(15) Uani d P 0.337(14) A 2 F S2 0.0243(4) 0.7227(3) 0.92847(18) 0.0914(9) Uani d . 1 . . S Ru1 0.17941(6) 0.27425(5) 0.65066(3) 0.04133(19) Uani d . 1 . . Ru Ru2 0.48902(7) 0.29973(5) 0.78639(3) 0.04259(19) Uani d . 1 . . Ru loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.053(5) 0.052(5) 0.056(5) 0.022(4) 0.010(4) -0.001(4) C2 0.056(5) 0.050(5) 0.104(8) 0.005(4) 0.015(5) 0.003(5) C3 0.090(7) 0.056(5) 0.094(7) 0.036(5) 0.023(6) -0.013(5) C7 0.049(5) 0.128(10) 0.074(6) 0.017(6) 0.028(5) 0.019(6) C8 0.083(7) 0.127(10) 0.063(6) 0.042(7) 0.028(5) -0.013(6) C10 0.062(5) 0.057(5) 0.036(4) 0.024(4) 0.009(3) 0.002(3) C12 0.051(5) 0.062(5) 0.045(4) 0.025(4) -0.002(4) -0.005(4) C13 0.044(4) 0.054(5) 0.054(5) -0.001(4) -0.001(4) 0.002(4) C14 0.069(5) 0.039(4) 0.042(4) 0.004(4) -0.005(4) -0.001(3) C15 0.061(5) 0.045(4) 0.041(4) 0.023(4) 0.004(4) -0.005(3) C16 0.065(5) 0.054(5) 0.039(4) 0.020(4) 0.017(4) 0.001(3) C17 0.100(8) 0.051(5) 0.059(5) 0.007(5) 0.011(5) 0.006(4) C18 0.100(8) 0.064(6) 0.055(5) 0.040(5) 0.021(5) 0.019(4) C19 0.123(10) 0.059(6) 0.091(8) 0.007(6) 0.020(7) 0.022(6) C20 0.128(10) 0.098(9) 0.072(7) 0.041(8) 0.013(7) 0.040(6) C21 0.084(7) 0.063(6) 0.064(6) 0.031(5) 0.019(5) 0.022(5) C22 0.052(5) 0.078(6) 0.049(5) 0.027(4) 0.002(4) 0.006(4) C23 0.041(4) 0.072(6) 0.063(5) 0.017(4) 0.006(4) 0.007(4) C24 0.042(4) 0.070(5) 0.062(5) 0.035(4) 0.016(4) 0.013(4) C25 0.050(4) 0.062(5) 0.052(4) 0.030(4) 0.017(4) 0.003(4) C26 0.063(5) 0.053(5) 0.063(5) 0.023(4) 0.005(4) -0.001(4) C27 0.067(6) 0.086(7) 0.083(7) 0.025(5) 0.038(5) 0.017(6) C28 0.215(17) 0.099(10) 0.093(9) 0.070(11) 0.074(11) 0.055(8) C29 0.170(18) 0.23(2) 0.170(18) 0.081(16) 0.073(14) 0.124(17) C30 0.60(5) 0.109(13) 0.20(2) 0.18(2) 0.21(3) 0.096(14) C70 0.15(2) 0.17(2) 0.18(2) -0.041(17) -0.032(17) 0.043(19) C11 0.057(5) 0.081(6) 0.038(4) 0.024(5) 0.015(4) -0.001(4) N1 0.051(4) 0.034(3) 0.063(4) 0.011(3) 0.009(3) 0.001(3) N11 0.044(4) 0.087(5) 0.042(3) 0.021(4) 0.021(3) 0.007(3) O1 0.042(3) 0.040(3) 0.051(3) 0.013(2) 0.014(2) 0.004(2) O2 0.045(3) 0.053(3) 0.063(3) 0.019(3) 0.014(3) -0.003(3) O11 0.036(3) 0.049(3) 0.045(3) 0.006(2) 0.013(2) 0.005(2) O12 0.054(3) 0.066(4) 0.044(3) 0.016(3) 0.011(2) -0.008(3) O21 0.093(6) 0.178(10) 0.116(7) 0.048(7) 0.020(5) -0.008(7) O22 0.223(17) 0.59(4) 0.149(12) 0.09(2) 0.126(13) 0.130(18) O23 0.154(11) 0.090(7) 0.266(16) -0.011(7) -0.012(10) -0.039(9) F21 0.64(5) 0.29(2) 0.198(17) 0.19(3) 0.03(2) 0.121(18) F22 0.230(16) 0.108(9) 0.44(3) 0.027(10) 0.026(17) 0.053(13) F23 0.147(12) 0.201(16) 0.69(5) 0.088(12) -0.030(19) -0.07(2) S1 0.051(3) 0.046(3) 0.059(2) 0.013(2) 0.0187(15) 0.0102(16) O13 0.085(9) 0.074(10) 0.149(14) -0.007(8) 0.029(9) 0.065(10) O14 0.099(15) 0.061(9) 0.086(18) 0.023(9) 0.012(12) -0.014(9) O15 0.085(13) 0.090(14) 0.051(14) 0.054(11) -0.007(12) -0.018(12) C60 0.19(4) 0.37(7) 0.068(17) 0.18(5) 0.01(2) -0.05(3) F11 0.20(2) 0.132(15) 0.123(14) 0.133(17) 0.058(15) 0.053(14) F12 0.22(2) 0.078(10) 0.18(2) 0.019(11) 0.13(2) 0.033(11) F13 0.154(19) 0.19(2) 0.096(12) 0.103(17) -0.033(11) -0.039(13) S1A 0.075(6) 0.071(8) 0.079(6) 0.028(6) 0.020(5) -0.001(5) O13A 0.07(2) 0.09(2) 0.04(3) 0.028(16) 0.00(2) -0.03(2) O14A 0.20(5) 0.17(4) 0.39(9) 0.10(3) 0.20(6) 0.23(5) O15A 0.21(6) 0.22(6) 0.04(3) 0.14(5) 0.04(3) 0.02(3) C60A 0.07(2) 0.044(14) 0.08(3) 0.041(15) 0.05(2) 0.035(17) F11A 0.097(17) 0.064(15) 0.13(2) 0.056(15) 0.018(14) -0.008(17) F12A 0.30(7) 0.17(5) 0.13(4) 0.13(6) 0.13(5) 0.08(4) F13A 0.21(5) 0.09(2) 0.035(13) 0.06(2) 0.01(2) 0.011(14) S2 0.092(2) 0.093(2) 0.0765(18) 0.0160(17) 0.0234(16) 0.0121(16) Ru1 0.0386(3) 0.0400(3) 0.0389(3) 0.0117(2) 0.0074(2) -0.0005(2) Ru2 0.0393(3) 0.0455(4) 0.0386(3) 0.0137(3) 0.0092(2) 0.0016(3) #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O2 . 1.282(9) ? C1 N1 . 1.306(10) ? C1 C3 . 1.481(11) ? C2 N1 . 1.459(10) ? C2 H2A . 0.96 ? C2 H2B . 0.96 ? C2 H2C . 0.96 ? C3 H3A . 0.96 ? C3 H3B . 0.96 ? C3 H3C . 0.96 ? C7 N11 . 1.439(11) ? C7 H7A . 0.96 ? C7 H7B . 0.96 ? C7 H7C . 0.96 ? C8 C11 . 1.504(11) ? C8 H8A . 0.96 ? C8 H8B . 0.96 ? C8 H8C . 0.96 ? C10 C12 . 1.404(12) ? C10 C16 . 1.411(11) ? C10 C18 . 1.523(12) ? C10 Ru1 . 2.172(8) ? C12 C13 . 1.409(12) ? C12 Ru1 . 2.134(7) ? C12 H12 . 0.93 ? C13 C14 . 1.401(12) ? C13 Ru1 . 2.182(7) ? C13 H13 . 0.93 ? C14 C15 . 1.412(12) ? C14 C17 . 1.491(12) ? C14 Ru1 . 2.192(7) ? C15 C16 . 1.423(12) ? C15 Ru1 . 2.194(7) ? C15 H15 . 0.93 ? C16 Ru1 . 2.140(7) ? C16 H16 . 0.93 ? C17 H17A . 0.96 ? C17 H17B . 0.96 ? C17 H17C . 0.96 ? C18 C20 . 1.511(13) ? C18 C19 . 1.521(15) ? C18 H18 . 0.98 ? C19 H19A . 0.96 ? C19 H19B . 0.96 ? C19 H19C . 0.96 ? C20 H20A . 0.96 ? C20 H20B . 0.96 ? C20 H20C . 0.96 ? C21 C26 . 1.425(12) ? C21 C22 . 1.435(13) ? C21 C28 . 1.529(16) ? C21 Ru2 . 2.170(9) ? C22 C23 . 1.404(13) ? C22 Ru2 . 2.155(8) ? C22 H22 . 0.93 ? C23 C24 . 1.408(12) ? C23 Ru2 . 2.160(8) ? C23 H23 . 0.93 ? C24 C25 . 1.401(12) ? C24 C27 . 1.501(13) ? C24 Ru2 . 2.180(8) ? C25 C26 . 1.418(13) ? C25 Ru2 . 2.191(7) ? C25 H25 . 0.93 ? C26 Ru2 . 2.160(8) ? C26 H26 . 0.93 ? C27 H27A . 0.96 ? C27 H27B . 0.96 ? C27 H27C . 0.96 ? C28 C30 . 1.41(2) ? C28 C29 . 1.51(2) ? C28 H28 . 0.98 ? C29 H29A . 0.96 ? C29 H29B . 0.96 ? C29 H29C . 0.96 ? C30 H30A . 0.96 ? C30 H30B . 0.96 ? C30 H30C . 0.96 ? C70 F22 . 1.14(2) ? C70 F23 . 1.31(3) ? C70 F21 . 1.36(4) ? C70 S2 . 1.86(3) ? C11 O12 . 1.275(10) ? C11 N11 . 1.296(11) ? N1 O1 . 1.397(7) ? N11 O11 . 1.408(8) ? O1 Ru1 . 2.113(5) ? O1 Ru2 . 2.159(5) ? O2 Ru1 . 2.065(5) ? O11 Ru2 . 2.112(5) ? O11 Ru1 . 2.158(5) ? O12 Ru2 . 2.075(5) ? O21 S2 . 1.436(10) ? O22 S2 . 1.413(16) ? O23 S2 . 1.344(11) ? S1 O14 . 1.45(2) ? S1 O15 . 1.48(4) ? S1 O13 . 1.489(19) ? S1 C60 . 1.64(4) ? C60 F13 . 1.32(3) ? C60 F11 . 1.40(5) ? S1A C60A . 1.38(4) ? S1A O13A . 1.46(9) ? S1A O15A . 1.48(5) ? S1A F12A . 1.74(5) ? C60A F12A . 1.12(6) ? C60A F13A . 1.17(5) ? C60A F11A . 1.54(5) ? F12A F13A . 1.40(8) ? 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 O2 C1 N1 119.0(7) . . ? O2 C1 C3 119.7(8) . . ? N1 C1 C3 121.3(8) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N11 C7 H7A 109.5 . . ? N11 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N11 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C11 C8 H8A 109.5 . . ? C11 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C11 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C12 C10 C16 116.6(8) . . ? C12 C10 C18 120.1(8) . . ? C16 C10 C18 123.2(8) . . ? C12 C10 Ru1 69.5(4) . . ? C16 C10 Ru1 69.7(4) . . ? C18 C10 Ru1 129.0(6) . . ? C10 C12 C13 123.0(8) . . ? C10 C12 Ru1 72.4(4) . . ? C13 C12 Ru1 72.8(4) . . ? C10 C12 H12 118.5 . . ? C13 C12 H12 118.5 . . ? Ru1 C12 H12 128.7 . . ? C14 C13 C12 119.6(8) . . ? C14 C13 Ru1 71.7(4) . . ? C12 C13 Ru1 69.1(4) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? Ru1 C13 H13 131.8 . . ? C13 C14 C15 119.2(8) . . ? C13 C14 C17 121.0(9) . . ? C15 C14 C17 119.7(9) . . ? C13 C14 Ru1 70.9(4) . . ? C15 C14 Ru1 71.3(4) . . ? C17 C14 Ru1 126.9(6) . . ? C14 C15 C16 119.8(7) . . ? C14 C15 Ru1 71.1(4) . . ? C16 C15 Ru1 68.8(4) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? Ru1 C15 H15 133.1 . . ? C10 C16 C15 121.7(8) . . ? C10 C16 Ru1 72.1(4) . . ? C15 C16 Ru1 72.9(4) . . ? C10 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? Ru1 C16 H16 128 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C20 C18 C19 112.2(9) . . ? C20 C18 C10 108.3(8) . . ? C19 C18 C10 112.8(8) . . ? C20 C18 H18 107.8 . . ? C19 C18 H18 107.8 . . ? C10 C18 H18 107.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C26 C21 C22 117.1(8) . . ? C26 C21 C28 118.7(10) . . ? C22 C21 C28 124.2(10) . . ? C26 C21 Ru2 70.4(5) . . ? C22 C21 Ru2 70.1(5) . . ? C28 C21 Ru2 128.6(8) . . ? C23 C22 C21 121.4(8) . . ? C23 C22 Ru2 71.2(5) . . ? C21 C22 Ru2 71.2(5) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? Ru2 C22 H22 131.2 . . ? C22 C23 C24 120.2(8) . . ? C22 C23 Ru2 70.8(5) . . ? C24 C23 Ru2 71.8(5) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? Ru2 C23 H23 130 . . ? C25 C24 C23 119.8(8) . . ? C25 C24 C27 118.8(8) . . ? C23 C24 C27 121.3(8) . . ? C25 C24 Ru2 71.7(4) . . ? C23 C24 Ru2 70.3(5) . . ? C27 C24 Ru2 127.6(6) . . ? C24 C25 C26 120.3(8) . . ? C24 C25 Ru2 70.9(4) . . ? C26 C25 Ru2 69.8(5) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? Ru2 C25 H25 132.5 . . ? C25 C26 C21 121.1(8) . . ? C25 C26 Ru2 72.2(5) . . ? C21 C26 Ru2 71.2(5) . . ? C25 C26 H26 119.4 . . ? C21 C26 H26 119.4 . . ? Ru2 C26 H26 129.8 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C30 C28 C29 120.1(14) . . ? C30 C28 C21 110.6(15) . . ? C29 C28 C21 112.4(12) . . ? C30 C28 H28 103.9 . . ? C29 C28 H28 103.9 . . ? C21 C28 H28 103.9 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? F22 C70 F23 115(4) . . ? F22 C70 F21 111(3) . . ? F23 C70 F21 111(2) . . ? F22 C70 S2 116(2) . . ? F23 C70 S2 102.5(19) . . ? F21 C70 S2 101(2) . . ? O12 C11 N11 120.7(7) . . ? O12 C11 C8 118.0(8) . . ? N11 C11 C8 121.3(8) . . ? C1 N1 O1 118.4(6) . . ? C1 N1 C2 128.8(7) . . ? O1 N1 C2 112.7(6) . . ? C11 N11 O11 116.8(6) . . ? C11 N11 C7 130.2(7) . . ? O11 N11 C7 113.0(7) . . ? N1 O1 Ru1 109.5(4) . . ? N1 O1 Ru2 116.2(4) . . ? Ru1 O1 Ru2 97.7(2) . . ? C1 O2 Ru1 115.3(5) . . ? N11 O11 Ru2 110.1(4) . . ? N11 O11 Ru1 117.0(4) . . ? Ru2 O11 Ru1 97.71(19) . . ? C11 O12 Ru2 114.6(5) . . ? O14 S1 O15 119.5(17) . . ? O14 S1 O13 116.3(15) . . ? O15 S1 O13 116(2) . . ? O14 S1 C60 110(2) . . ? O15 S1 C60 108.1(17) . . ? O13 S1 C60 79(2) . . ? F13 C60 F11 115(4) . . ? F13 C60 S1 122(3) . . ? F11 C60 S1 121(3) . . ? C60A S1A O13A 130(2) . . ? C60A S1A O15A 122(3) . . ? O13A S1A O15A 94(4) . . ? C60A S1A F12A 40(3) . . ? O13A S1A F12A 123(3) . . ? O15A S1A F12A 143(3) . . ? F12A C60A F13A 75(4) . . ? F12A C60A S1A 87(4) . . ? F13A C60A S1A 123(3) . . ? F12A C60A F11A 141(4) . . ? F13A C60A F11A 104(4) . . ? S1A C60A F11A 121(3) . . ? C60A F12A F13A 54(4) . . ? C60A F12A S1A 52(3) . . ? F13A F12A S1A 90(3) . . ? C60A F13A F12A 51(3) . . ? O23 S2 O22 129.9(12) . . ? O23 S2 O21 114.8(8) . . ? O22 S2 O21 107.6(9) . . ? O23 S2 C70 101.3(10) . . ? O22 S2 C70 95.3(16) . . ? O21 S2 C70 101.2(11) . . ? O2 Ru1 O1 76.77(19) . . ? O2 Ru1 C12 91.2(3) . . ? O1 Ru1 C12 139.2(3) . . ? O2 Ru1 C16 135.1(3) . . ? O1 Ru1 C16 93.1(3) . . ? C12 Ru1 C16 68.2(3) . . ? O2 Ru1 O11 88.3(2) . . ? O1 Ru1 O11 77.92(19) . . ? C12 Ru1 O11 141.4(3) . . ? C16 Ru1 O11 132.8(3) . . ? O2 Ru1 C10 102.2(3) . . ? O1 Ru1 C10 106.1(3) . . ? C12 Ru1 C10 38.0(3) . . ? C16 Ru1 C10 38.2(3) . . ? O11 Ru1 C10 169.3(2) . . ? O2 Ru1 C13 107.5(3) . . ? O1 Ru1 C13 174.0(3) . . ? C12 Ru1 C13 38.1(3) . . ? C16 Ru1 C13 80.9(3) . . ? O11 Ru1 C13 106.1(3) . . ? C10 Ru1 C13 69.2(3) . . ? O2 Ru1 C14 141.0(3) . . ? O1 Ru1 C14 139.9(3) . . ? C12 Ru1 C14 68.3(3) . . ? C16 Ru1 C14 68.9(3) . . ? O11 Ru1 C14 88.5(3) . . ? C10 Ru1 C14 82.1(3) . . ? C13 Ru1 C14 37.4(3) . . ? O2 Ru1 C15 170.8(3) . . ? O1 Ru1 C15 107.8(3) . . ? C12 Ru1 C15 80.2(3) . . ? C16 Ru1 C15 38.3(3) . . ? O11 Ru1 C15 100.3(2) . . ? C10 Ru1 C15 69.0(3) . . ? C13 Ru1 C15 67.4(3) . . ? C14 Ru1 C15 37.6(3) . . ? O12 Ru2 O11 76.3(2) . . ? O12 Ru2 C22 92.0(3) . . ? O11 Ru2 C22 128.9(3) . . ? O12 Ru2 O1 87.3(2) . . ? O11 Ru2 O1 77.90(19) . . ? C22 Ru2 O1 152.2(3) . . ? O12 Ru2 C26 147.3(3) . . ? O11 Ru2 C26 94.8(3) . . ? C22 Ru2 C26 68.9(3) . . ? O1 Ru2 C26 122.1(3) . . ? O12 Ru2 C23 100.0(3) . . ? O11 Ru2 C23 166.7(3) . . ? C22 Ru2 C23 38.0(3) . . ? O1 Ru2 C23 114.9(3) . . ? C26 Ru2 C23 81.4(3) . . ? O12 Ru2 C21 111.1(3) . . ? O11 Ru2 C21 99.4(3) . . ? C22 Ru2 C21 38.8(4) . . ? O1 Ru2 C21 160.5(3) . . ? C26 Ru2 C21 38.4(3) . . ? C23 Ru2 C21 69.8(4) . . ? O12 Ru2 C24 130.1(3) . . ? O11 Ru2 C24 151.3(3) . . ? C22 Ru2 C24 68.4(3) . . ? O1 Ru2 C24 91.0(3) . . ? C26 Ru2 C24 68.6(3) . . ? C23 Ru2 C24 37.9(3) . . ? C21 Ru2 C24 82.3(4) . . ? O12 Ru2 C25 167.3(3) . . ? O11 Ru2 C25 116.3(3) . . ? C22 Ru2 C25 80.6(3) . . ? O1 Ru2 C25 94.4(3) . . ? C26 Ru2 C25 38.0(3) . . ? C23 Ru2 C25 67.9(3) . . ? C21 Ru2 C25 69.2(3) . . ? C24 Ru2 C25 37.4(3) . . ? #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_6 _database_code_depnum_ccdc_archive 'CCDC 838352' #TrackingRef 'Godoetal.cif' _audit_creation_date 2011-06-02T19:46:31-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C13 H20 Cl1 N1 O2 Os1' _chemical_formula_sum 'C13 H20 Cl N O2 Os' _chemical_formula_weight 447.95 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.0879(6) _cell_length_b 10.0754(4) _cell_length_c 17.8788(6) _cell_angle_alpha 90 _cell_angle_beta 100.934(3) _cell_angle_gamma 90 _cell_volume 2845.40(18) _cell_formula_units_Z 8 _cell_measurement_reflns_used 5880 _cell_measurement_theta_min 3.0718 _cell_measurement_theta_max 29.2051 _cell_measurement_temperature 150(2) _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.1557 _exptl_crystal_size_min 0.0603 _exptl_crystal_density_diffrn 2.091 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 9.144 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.604 _exptl_absorpt_correction_T_max 0.764 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.1695 _diffrn_reflns_number 11078 _diffrn_reflns_av_R_equivalents 0.043 _diffrn_reflns_av_unetI/netI 0.0684 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 25.33 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 18 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _reflns_number_total 5185 _reflns_number_gt 4003 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.05 _refine_ls_goodness_of_fit_ref 0.866 _refine_ls_restrained_S_all 0.866 _refine_ls_number_reflns 5185 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0139P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.965 _refine_diff_density_min -0.913 _refine_diff_density_rms 0.17 _refine_ls_extinction_method none 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Os Os -1.2165 7.603 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.0838(4) 0.2677(6) 0.6041(3) 0.0157(5) Uani d . 1 . . C C2 0.2183(4) 0.2708(6) 0.5556(3) 0.0157(5) Uani d . 1 . . C H2A 0.1843 0.2991 0.5083 0.024 Uiso calc R 1 . . H H2B 0.2442 0.187 0.5486 0.024 Uiso calc R 1 . . H H2C 0.2616 0.3356 0.5725 0.024 Uiso calc R 1 . . H C3 0.0281(4) 0.3029(6) 0.5318(3) 0.0157(5) Uani d . 1 . . C H3A 0.0597 0.3522 0.5007 0.024 Uiso calc R 1 . . H H3B -0.018 0.356 0.5418 0.024 Uiso calc R 1 . . H H3C 0.0064 0.2234 0.5056 0.024 Uiso calc R 1 . . H C10 0.1220(4) 0.2974(5) 0.8413(3) 0.0122(13) Uani d . 1 . . C C11 0.4419(4) 0.1569(6) 0.8026(3) 0.0157(5) Uani d . 1 . . C C12 0.0510(4) 0.2064(6) 0.8323(3) 0.0157(5) Uani d . 1 . . C H12 -0.0038 0.2405 0.8228 0.019 Uiso calc . 1 . . H C13 0.0624(4) 0.0686(6) 0.8375(3) 0.0157(5) Uani d . 1 . . C H13 0.0153 0.0136 0.8335 0.019 Uiso calc . 1 . . H C14 0.1451(4) 0.0109(6) 0.8488(3) 0.0153(14) Uani d . 1 . . C C15 0.2152(4) 0.0998(6) 0.8574(3) 0.0139(14) Uani d . 1 . . C H15 0.2699 0.0657 0.8668 0.017 Uiso calc . 1 . . H C16 0.2033(4) 0.2378(6) 0.8521(3) 0.0141(14) Uani d . 1 . . C H16 0.2506 0.2923 0.8559 0.017 Uiso calc . 1 . . H C17 0.1091(4) 0.4446(6) 0.8364(3) 0.0195(15) Uani d . 1 . . C H17 0.051 0.4604 0.8096 0.023 Uiso calc R 1 . . H C18 0.1173(4) 0.5040(6) 0.9166(3) 0.0257(16) Uani d . 1 . . C H18A 0.0752 0.4656 0.9415 0.039 Uiso calc R 1 . . H H18B 0.1092 0.5983 0.9128 0.039 Uiso calc R 1 . . H H18C 0.1726 0.4851 0.9456 0.039 Uiso calc R 1 . . H C19 0.1684(4) 0.5149(6) 0.7914(4) 0.0326(18) Uani d . 1 . . C H19A 0.2246 0.5174 0.8213 0.049 Uiso calc R 1 . . H H19B 0.1487 0.6039 0.7797 0.049 Uiso calc R 1 . . H H19C 0.1689 0.4675 0.7449 0.049 Uiso calc R 1 . . H C20 0.1582(4) -0.1346(6) 0.8480(3) 0.0271(16) Uani d . 1 . . C H20A 0.175 -0.1662 0.8993 0.041 Uiso calc R 1 . . H H20B 0.2017 -0.1548 0.8197 0.041 Uiso calc R 1 . . H H20C 0.1065 -0.1772 0.8246 0.041 Uiso calc R 1 . . H C32 0.3948(4) 0.3694(6) 0.7385(3) 0.0245(16) Uani d . 1 . . C H32A 0.4328 0.4163 0.7124 0.037 Uiso calc R 1 . . H H32B 0.3622 0.432 0.7614 0.037 Uiso calc R 1 . . H H32C 0.3574 0.3152 0.7028 0.037 Uiso calc R 1 . . H C33 0.3920(4) 0.0705(6) 0.7466(3) 0.0211(15) Uani d . 1 . . C H33A 0.3482 0.1211 0.7151 0.032 Uiso calc R 1 . . H H33B 0.3668 0.0017 0.7721 0.032 Uiso calc R 1 . . H H33C 0.4278 0.0312 0.7154 0.032 Uiso calc R 1 . . H C41 0.6765(4) 0.1948(6) 0.9490(3) 0.0187(15) Uani d . 1 . . C C42 0.6645(4) 0.3319(6) 0.9649(3) 0.0188(15) Uani d . 1 . . C H42 0.6861 0.3958 0.9363 0.023 Uiso calc . 1 . . H C43 0.6212(4) 0.3738(6) 1.0226(3) 0.0208(15) Uani d . 1 . . C H43 0.6144 0.4639 1.0311 0.025 Uiso calc . 1 . . H C44 0.5875(4) 0.2764(6) 1.0681(3) 0.0204(15) Uani d . 1 . . C C45 0.5984(4) 0.1404(6) 1.0536(3) 0.0209(15) Uani d . 1 . . C H45 0.5775 0.0766 1.0827 0.025 Uiso calc . 1 . . H C46 0.6412(4) 0.1002(6) 0.9948(3) 0.0157(5) Uani d . 1 . . C H46 0.6466 0.0101 0.9855 0.019 Uiso calc . 1 . . H C47 0.7203(4) 0.1483(6) 0.8858(3) 0.0169(14) Uani d . 1 . . C H47 0.7008 0.0578 0.8722 0.02 Uiso calc R 1 . . H C48 0.6993(4) 0.2339(7) 0.8133(3) 0.0260(16) Uani d . 1 . . C H48A 0.6395 0.2504 0.8014 0.039 Uiso calc R 1 . . H H48B 0.7163 0.1879 0.7717 0.039 Uiso calc R 1 . . H H48C 0.7291 0.3168 0.8216 0.039 Uiso calc R 1 . . H C49 0.8161(4) 0.1423(7) 0.9161(3) 0.0267(16) Uani d . 1 . . C H49A 0.8368 0.2296 0.9307 0.04 Uiso calc R 1 . . H H49B 0.8439 0.1088 0.877 0.04 Uiso calc R 1 . . H H49C 0.8274 0.0845 0.9596 0.04 Uiso calc R 1 . . H C50 0.5363(4) 0.3204(7) 1.1249(3) 0.0292(17) Uani d . 1 . . C H50A 0.4912 0.2584 1.1257 0.044 Uiso calc R 1 . . H H50B 0.513 0.4066 1.1111 0.044 Uiso calc R 1 . . H H50C 0.5718 0.3245 1.1745 0.044 Uiso calc R 1 . . H N1 0.1641(4) 0.2564(5) 0.6138(3) 0.0277(14) Uani d . 1 . . N N11 0.4442(3) 0.2841(6) 0.7986(3) 0.0338(15) Uani d . 1 . . N O1 0.2088(2) 0.2249(4) 0.6843(2) 0.0187(10) Uani d . 1 . . O O2 0.0457(2) 0.2417(4) 0.6626(2) 0.0183(10) Uani d . 1 . . O O11 0.4974(2) 0.3547(4) 0.8528(2) 0.0187(10) Uani d . 1 . . O O12 0.4924(2) 0.0990(4) 0.8620(2) 0.0180(10) Uani d . 1 . . O Cl1 0.11821(10) -0.03308(15) 0.66343(8) 0.0213(4) Uani d . 1 . . Cl Cl2 0.39771(9) 0.24880(15) 0.96551(8) 0.0197(4) Uani d . 1 . . Cl Os1 0.128535(15) 0.15063(2) 0.752323(12) 0.01156(7) Uani d . 1 . . Os Os2 0.543054(15) 0.23517(2) 0.945864(12) 0.01240(7) Uani d . 1 . . Os loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0174(14) 0.0159(13) 0.0145(11) 0.0020(11) 0.0050(9) 0.0016(10) C2 0.0174(14) 0.0159(13) 0.0145(11) 0.0020(11) 0.0050(9) 0.0016(10) C3 0.0174(14) 0.0159(13) 0.0145(11) 0.0020(11) 0.0050(9) 0.0016(10) C10 0.023(4) 0.010(3) 0.004(3) 0.004(3) 0.004(2) -0.003(2) C11 0.0174(14) 0.0159(13) 0.0145(11) 0.0020(11) 0.0050(9) 0.0016(10) C12 0.0174(14) 0.0159(13) 0.0145(11) 0.0020(11) 0.0050(9) 0.0016(10) C13 0.0174(14) 0.0159(13) 0.0145(11) 0.0020(11) 0.0050(9) 0.0016(10) C14 0.022(4) 0.011(3) 0.014(3) -0.001(3) 0.006(3) -0.002(3) C15 0.018(4) 0.013(4) 0.009(3) 0.004(3) -0.002(2) 0.008(2) C16 0.012(3) 0.026(4) 0.004(3) -0.002(3) -0.002(2) -0.005(3) C17 0.031(4) 0.013(4) 0.014(3) 0.008(3) 0.004(3) 0.006(3) C18 0.043(5) 0.012(4) 0.024(3) 0.000(3) 0.011(3) -0.002(3) C19 0.049(5) 0.017(4) 0.038(4) -0.002(4) 0.023(4) 0.001(3) C20 0.031(4) 0.025(4) 0.026(4) -0.001(3) 0.007(3) 0.003(3) C32 0.017(4) 0.028(4) 0.028(4) 0.006(3) 0.001(3) 0.011(3) C33 0.016(4) 0.030(4) 0.016(3) 0.003(3) 0.001(3) -0.003(3) C41 0.021(4) 0.017(4) 0.018(3) -0.008(3) 0.001(3) 0.002(3) C42 0.014(4) 0.016(4) 0.021(3) -0.006(3) -0.010(3) 0.000(3) C43 0.023(4) 0.010(4) 0.026(3) 0.002(3) -0.006(3) -0.005(3) C44 0.019(4) 0.019(4) 0.020(3) -0.005(3) -0.005(3) -0.004(3) C45 0.019(4) 0.030(4) 0.012(3) 0.005(3) -0.002(3) 0.008(3) C46 0.0174(14) 0.0159(13) 0.0145(11) 0.0020(11) 0.0050(9) 0.0016(10) C47 0.012(3) 0.016(4) 0.023(3) -0.001(3) 0.004(3) -0.004(3) C48 0.021(4) 0.039(4) 0.017(3) -0.001(3) 0.003(3) 0.002(3) C49 0.013(4) 0.041(4) 0.025(3) 0.006(3) 0.002(3) 0.008(3) C50 0.029(4) 0.038(5) 0.018(3) 0.007(3) 0.000(3) -0.003(3) N1 0.036(4) 0.034(4) 0.015(3) 0.002(3) 0.007(2) 0.006(3) N11 0.013(3) 0.063(5) 0.025(3) 0.000(3) 0.002(2) 0.003(3) O1 0.012(2) 0.029(3) 0.014(2) -0.003(2) -0.0016(17) 0.0010(19) O2 0.016(2) 0.026(3) 0.014(2) 0.003(2) 0.0049(17) 0.0070(19) O11 0.019(2) 0.015(2) 0.018(2) -0.006(2) -0.0048(18) 0.0035(19) O12 0.019(2) 0.014(2) 0.017(2) 0.0019(19) -0.0057(18) -0.0016(18) Cl1 0.0275(10) 0.0184(9) 0.0185(8) -0.0013(7) 0.0058(6) -0.0066(7) Cl2 0.0170(9) 0.0197(9) 0.0219(8) -0.0008(7) 0.0027(6) -0.0001(7) Os1 0.01152(13) 0.01367(14) 0.00945(11) -0.00002(11) 0.00188(9) 0.00059(10) Os2 0.01228(13) 0.01049(14) 0.01332(12) -0.00078(11) -0.00039(9) 0.00180(10) #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 N1 . 1.275(7) ? C1 O2 . 1.335(7) ? C1 C3 . 1.471(7) ? C2 N1 . 1.486(7) ? C2 H2A . 0.96 ? C2 H2B . 0.96 ? C2 H2C . 0.96 ? C3 H3A . 0.96 ? C3 H3B . 0.96 ? C3 H3C . 0.96 ? C10 C16 . 1.418(8) ? C10 C12 . 1.451(8) ? C10 C17 . 1.497(8) ? C10 Os1 . 2.189(5) ? C11 N11 . 1.284(8) ? C11 O12 . 1.343(6) ? C11 C33 . 1.450(7) ? C12 C13 . 1.401(8) ? C12 Os1 . 2.143(6) ? C12 H12 . 0.93 ? C13 C14 . 1.432(8) ? C13 Os1 . 2.179(6) ? C13 H13 . 0.93 ? C14 C15 . 1.425(8) ? C14 C20 . 1.482(8) ? C14 Os1 . 2.203(5) ? C15 C16 . 1.405(8) ? C15 Os1 . 2.178(5) ? C15 H15 . 0.93 ? C16 Os1 . 2.142(5) ? C16 H16 . 0.93 ? C17 C19 . 1.533(8) ? C17 C18 . 1.536(7) ? C17 H17 . 0.98 ? C18 H18A . 0.96 ? C18 H18B . 0.96 ? C18 H18C . 0.96 ? C19 H19A . 0.96 ? C19 H19B . 0.96 ? C19 H19C . 0.96 ? C20 H20A . 0.96 ? C20 H20B . 0.96 ? C20 H20C . 0.96 ? C32 N11 . 1.484(7) ? C32 H32A . 0.96 ? C32 H32B . 0.96 ? C32 H32C . 0.96 ? C33 H33A . 0.96 ? C33 H33B . 0.96 ? C33 H33C . 0.96 ? C41 C42 . 1.430(8) ? C41 C46 . 1.441(8) ? C41 C47 . 1.515(8) ? C41 Os2 . 2.175(6) ? C42 C43 . 1.414(9) ? C42 Os2 . 2.152(6) ? C42 H42 . 0.93 ? C43 C44 . 1.445(8) ? C43 Os2 . 2.181(6) ? C43 H43 . 0.93 ? C44 C45 . 1.412(9) ? C44 C50 . 1.490(8) ? C44 Os2 . 2.207(6) ? C45 C46 . 1.420(8) ? C45 Os2 . 2.183(5) ? C45 H45 . 0.93 ? C46 Os2 . 2.141(6) ? C46 H46 . 0.93 ? C47 C49 . 1.535(7) ? C47 C48 . 1.540(8) ? C47 H47 . 0.98 ? C48 H48A . 0.96 ? C48 H48B . 0.96 ? C48 H48C . 0.96 ? C49 H49A . 0.96 ? C49 H49B . 0.96 ? C49 H49C . 0.96 ? C50 H50A . 0.96 ? C50 H50B . 0.96 ? C50 H50C . 0.96 ? N1 O1 . 1.365(6) ? N11 O11 . 1.365(6) ? O1 Os1 . 2.075(4) ? O2 Os1 . 2.092(4) ? O11 Os2 . 2.073(4) ? O12 Os2 . 2.081(4) ? Cl1 Os1 . 2.4246(14) ? Cl2 Os2 . 2.4334(15) ? 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 N1 C1 O2 118.7(5) . . ? N1 C1 C3 124.9(5) . . ? O2 C1 C3 116.3(5) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C16 C10 C12 115.7(5) . . ? C16 C10 C17 122.8(6) . . ? C12 C10 C17 121.4(5) . . ? C16 C10 Os1 69.1(3) . . ? C12 C10 Os1 68.7(3) . . ? C17 C10 Os1 130.7(4) . . ? N11 C11 O12 117.3(5) . . ? N11 C11 C33 125.4(5) . . ? O12 C11 C33 117.3(5) . . ? C13 C12 C10 121.9(6) . . ? C13 C12 Os1 72.5(3) . . ? C10 C12 Os1 72.2(3) . . ? C13 C12 H12 119.1 . . ? C10 C12 H12 119.1 . . ? Os1 C12 H12 128.7 . . ? C12 C13 C14 121.2(5) . . ? C12 C13 Os1 69.7(3) . . ? C14 C13 Os1 71.8(3) . . ? C12 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? Os1 C13 H13 132.2 . . ? C15 C14 C13 117.1(5) . . ? C15 C14 C20 120.8(6) . . ? C13 C14 C20 122.0(5) . . ? C15 C14 Os1 70.1(3) . . ? C13 C14 Os1 70.0(3) . . ? C20 C14 Os1 128.4(4) . . ? C16 C15 C14 121.3(5) . . ? C16 C15 Os1 69.7(3) . . ? C14 C15 Os1 72.0(3) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? Os1 C15 H15 132.1 . . ? C15 C16 C10 122.6(5) . . ? C15 C16 Os1 72.4(3) . . ? C10 C16 Os1 72.7(3) . . ? C15 C16 H16 118.7 . . ? C10 C16 H16 118.7 . . ? Os1 C16 H16 128.6 . . ? C10 C17 C19 113.3(5) . . ? C10 C17 C18 110.2(4) . . ? C19 C17 C18 111.0(5) . . ? C10 C17 H17 107.4 . . ? C19 C17 H17 107.4 . . ? C18 C17 H17 107.4 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C14 C20 H20A 109.5 . . ? C14 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C14 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N11 C32 H32A 109.5 . . ? N11 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? N11 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C11 C33 H33A 109.5 . . ? C11 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C11 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C42 C41 C46 116.3(5) . . ? C42 C41 C47 123.1(5) . . ? C46 C41 C47 120.5(5) . . ? C42 C41 Os2 69.9(4) . . ? C46 C41 Os2 69.2(3) . . ? C47 C41 Os2 129.4(4) . . ? C43 C42 C41 122.5(6) . . ? C43 C42 Os2 72.1(4) . . ? C41 C42 Os2 71.6(3) . . ? C43 C42 H42 118.8 . . ? C41 C42 H42 118.8 . . ? Os2 C42 H42 130.4 . . ? C42 C43 C44 119.8(5) . . ? C42 C43 Os2 69.9(3) . . ? C44 C43 Os2 71.7(3) . . ? C42 C43 H43 120.1 . . ? C44 C43 H43 120.1 . . ? Os2 C43 H43 131 . . ? C45 C44 C43 118.8(6) . . ? C45 C44 C50 121.2(6) . . ? C43 C44 C50 119.8(6) . . ? C45 C44 Os2 70.3(3) . . ? C43 C44 Os2 69.8(3) . . ? C50 C44 Os2 127.8(4) . . ? C44 C45 C46 120.5(6) . . ? C44 C45 Os2 72.2(3) . . ? C46 C45 Os2 69.2(3) . . ? C44 C45 H45 119.8 . . ? C46 C45 H45 119.8 . . ? Os2 C45 H45 131.8 . . ? C45 C46 C41 122.0(6) . . ? C45 C46 Os2 72.4(3) . . ? C41 C46 Os2 71.8(3) . . ? C45 C46 H46 119 . . ? C41 C46 H46 119 . . ? Os2 C46 H46 129.3 . . ? C41 C47 C49 109.1(5) . . ? C41 C47 C48 113.3(5) . . ? C49 C47 C48 111.4(5) . . ? C41 C47 H47 107.6 . . ? C49 C47 H47 107.6 . . ? C48 C47 H47 107.6 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C44 C50 H50A 109.5 . . ? C44 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C44 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C1 N1 O1 119.3(5) . . ? C1 N1 C2 127.7(5) . . ? O1 N1 C2 113.1(5) . . ? C11 N11 O11 120.1(5) . . ? C11 N11 C32 127.0(5) . . ? O11 N11 C32 112.9(5) . . ? N1 O1 Os1 110.3(3) . . ? C1 O2 Os1 111.5(4) . . ? N11 O11 Os2 110.2(3) . . ? C11 O12 Os2 112.3(3) . . ? O1 Os1 O2 76.68(15) . . ? O1 Os1 C16 91.53(18) . . ? O2 Os1 C16 129.3(2) . . ? O1 Os1 C12 143.36(19) . . ? O2 Os1 C12 91.67(18) . . ? C16 Os1 C12 69.1(2) . . ? O1 Os1 C15 102.87(18) . . ? O2 Os1 C15 167.09(19) . . ? C16 Os1 C15 37.9(2) . . ? C12 Os1 C15 81.1(2) . . ? O1 Os1 C13 170.88(18) . . ? O2 Os1 C13 112.15(19) . . ? C16 Os1 C13 81.1(2) . . ? C12 Os1 C13 37.8(2) . . ? C15 Os1 C13 68.0(2) . . ? O1 Os1 C10 107.64(19) . . ? O2 Os1 C10 98.58(17) . . ? C16 Os1 C10 38.2(2) . . ? C12 Os1 C10 39.1(2) . . ? C15 Os1 C10 69.1(2) . . ? C13 Os1 C10 69.6(2) . . ? O1 Os1 C14 133.87(19) . . ? O2 Os1 C14 147.69(19) . . ? C16 Os1 C14 69.2(2) . . ? C12 Os1 C14 69.2(2) . . ? C15 Os1 C14 38.0(2) . . ? C13 Os1 C14 38.1(2) . . ? C10 Os1 C14 83.0(2) . . ? O1 Os1 Cl1 82.19(11) . . ? O2 Os1 Cl1 82.99(11) . . ? C16 Os1 Cl1 144.78(16) . . ? C12 Os1 Cl1 131.39(16) . . ? C15 Os1 Cl1 109.83(16) . . ? C13 Os1 Cl1 100.76(15) . . ? C10 Os1 Cl1 170.16(16) . . ? C14 Os1 Cl1 90.49(15) . . ? O11 Os2 O12 76.95(15) . . ? O11 Os2 C46 145.0(2) . . ? O12 Os2 C46 91.90(18) . . ? O11 Os2 C42 92.12(18) . . ? O12 Os2 C42 129.2(2) . . ? C46 Os2 C42 69.2(2) . . ? O11 Os2 C41 109.10(19) . . ? O12 Os2 C41 98.33(19) . . ? C46 Os2 C41 39.0(2) . . ? C42 Os2 C41 38.6(2) . . ? O11 Os2 C43 101.94(19) . . ? O12 Os2 C43 167.2(2) . . ? C46 Os2 C43 81.8(2) . . ? C42 Os2 C43 38.1(2) . . ? C41 Os2 C43 69.8(2) . . ? O11 Os2 C45 170.4(2) . . ? O12 Os2 C45 112.7(2) . . ? C46 Os2 C45 38.3(2) . . ? C42 Os2 C45 81.5(2) . . ? C41 Os2 C45 70.1(2) . . ? C43 Os2 C45 68.6(2) . . ? O11 Os2 C44 133.2(2) . . ? O12 Os2 C44 147.8(2) . . ? C46 Os2 C44 68.9(2) . . ? C42 Os2 C44 69.2(2) . . ? C41 Os2 C44 82.9(2) . . ? C43 Os2 C44 38.5(2) . . ? C45 Os2 C44 37.5(2) . . ? O11 Os2 Cl2 83.06(12) . . ? O12 Os2 Cl2 83.43(12) . . ? C46 Os2 Cl2 129.15(17) . . ? C42 Os2 Cl2 145.10(18) . . ? C41 Os2 Cl2 167.82(15) . . ? C43 Os2 Cl2 109.16(18) . . ? C45 Os2 Cl2 98.05(17) . . ? C44 Os2 Cl2 89.20(17) . . ? #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_9 _database_code_depnum_ccdc_archive 'CCDC 838353' #TrackingRef 'Godoetal.cif' _audit_creation_date 2011-06-02T19:52:01-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C23 H24 Cl1 N1 O2 Ru1' _chemical_formula_sum 'C23 H24 Cl N O2 Ru' _chemical_formula_weight 482.95 _chemical_absolute_configuration unk #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c 21 n' _symmetry_space_group_name_Hall 'P -2n -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x+1/2, y, z+1/2' 'x+1/2, y+1/2, -z+1/2' _cell_length_a 9.902(3) _cell_length_b 10.3800(10) _cell_length_c 21.0150(10) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2160.0(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.39 _cell_measurement_theta_max 17.29 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 0.867 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351 Number of psi-scan sets used was 3 Theta correction was applied. Averaged transmission function was used. Fourier smoothing - Window value 5 ; _exptl_absorpt_correction_T_min 0.8164 _exptl_absorpt_correction_T_max 0.8694 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius MACH3' _diffrn_measurement_method 'profiled omega/2theta scans' _diffrn_reflns_number 2287 _diffrn_reflns_av_R_equivalents 0.0136 _diffrn_reflns_av_unetI/netI 0.0706 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 25.97 _diffrn_reflns_theta_full 25.97 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measured_fraction_theta_full 0.981 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -2 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 25 _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time 56 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 6 2 -4 -2 5 2 3 7 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _reflns_number_total 2203 _reflns_number_gt 1493 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0946 _refine_ls_R_factor_gt 0.0654 _refine_ls_wR_factor_ref 0.1126 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _refine_ls_number_reflns 2203 _refine_ls_number_parameters 256 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+5.9928P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.77 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.104 _refine_ls_extinction_method none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.12(14) 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'CAD4 Express (Enraf Nonius, 1992)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1992)' _computing_data_reduction 'PROFIT (Streltsov & Zavodnik, 1989)' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.867(2) 0.5174(17) 0.3471(9) 0.049(5) Uani d . 1 . . C C11 0.866(2) 0.306(2) 0.2895(10) 0.057(6) Uani d . 1 . . C C12 0.7922(19) 0.1990(18) 0.2944(8) 0.085(5) Uani d . 1 . . C H12 0.7469 0.178 0.3317 0.102 Uiso calc . 1 . . H C13 0.787(3) 0.1198(18) 0.2405(10) 0.108(9) Uani d . 1 . . C H13 0.7375 0.0437 0.2436 0.129 Uiso calc . 1 . . H C14 0.846(3) 0.145(3) 0.1860(16) 0.121(13) Uani d . 1 . . C H14 0.8328 0.0939 0.1503 0.145 Uiso calc . 1 . . H C15 0.929(2) 0.254(2) 0.1843(9) 0.101(7) Uani d . 1 . . C H15 0.9797 0.2707 0.1479 0.121 Uiso calc . 1 . . H C16 0.939(2) 0.3379(14) 0.2360(8) 0.089(6) Uani d . 1 . . C H16 0.9919 0.4117 0.2344 0.107 Uiso calc . 1 . . H C21 0.849(2) 0.590(2) 0.2948(10) 0.056(6) Uani d . 1 . . C C22 0.7295(16) 0.5798(16) 0.2578(7) 0.071(4) Uani d . 1 . . C H22 0.6671 0.5164 0.2684 0.086 Uiso calc . 1 . . H C23 0.703(2) 0.658(3) 0.2075(10) 0.124(10) Uani d . 1 . . C H23 0.6219 0.6466 0.1855 0.148 Uiso calc . 1 . . H C24 0.785(4) 0.748(3) 0.1889(13) 0.120(15) Uani d . 1 . . C H24 0.7634 0.7981 0.1535 0.144 Uiso calc . 1 . . H C25 0.908(3) 0.7715(17) 0.2231(11) 0.101(7) Uani d . 1 . . C H25 0.9688 0.8353 0.2109 0.121 Uiso calc . 1 . . H C26 0.9316(18) 0.6901(15) 0.2770(7) 0.069(4) Uani d . 1 . . C H26 1.008 0.7058 0.3015 0.082 Uiso calc . 1 . . H C31 0.7404(18) 0.4846(15) 0.5291(7) 0.065(6) Uani d . 1 . . C C32 0.788(2) 0.348(3) 0.5373(13) 0.070(7) Uani d . 1 . . C H32 0.7319 0.2788 0.5283 0.084 Uiso calc . 1 . . H C33 0.918(2) 0.3309(19) 0.5587(11) 0.056(6) Uani d . 1 . . C H33 0.949 0.2469 0.5635 0.067 Uiso calc . 1 . . H C34 1.0069(17) 0.4315(19) 0.5737(6) 0.061(5) Uani d . 1 . . C C35 0.961(2) 0.560(2) 0.5641(11) 0.054(5) Uani d . 1 . . C H35 1.0181 0.6288 0.573 0.064 Uiso calc . 1 . . H C36 0.830(3) 0.582(2) 0.5414(12) 0.076(9) Uani d . 1 . . C H36 0.803 0.6663 0.5343 0.092 Uiso calc . 1 . . H C37 0.594(2) 0.510(2) 0.5015(10) 0.123(10) Uani d . 1 . . C H37 0.6091 0.5942 0.4813 0.148 Uiso calc R 1 . . H C38 0.556(2) 0.437(7) 0.4464(12) 0.26(3) Uani d . 1 . . C H38A 0.554 0.3468 0.4572 0.383 Uiso calc R 1 . . H H38B 0.6217 0.4504 0.4133 0.383 Uiso calc R 1 . . H H38C 0.469 0.4634 0.4318 0.383 Uiso calc R 1 . . H C39 0.5100(19) 0.552(3) 0.5560(13) 0.180(13) Uani d . 1 . . C H39A 0.4344 0.6012 0.5408 0.269 Uiso calc R 1 . . H H39B 0.5634 0.6046 0.584 0.269 Uiso calc R 1 . . H H39C 0.478 0.4779 0.5787 0.269 Uiso calc R 1 . . H C40 1.1511(14) 0.4061(16) 0.5950(7) 0.082(6) Uani d . 1 . . C H40A 1.1567 0.4139 0.6405 0.123 Uiso calc R 1 . . H H40B 1.2104 0.4676 0.5755 0.123 Uiso calc R 1 . . H H40C 1.1773 0.3207 0.5826 0.123 Uiso calc R 1 . . H N1 0.8807(18) 0.3928(17) 0.3466(9) 0.061(5) Uani d . 1 . . N O1 0.8875(19) 0.3250(12) 0.4018(7) 0.063(5) Uani d . 1 . . O O2 0.8857(18) 0.5757(12) 0.4019(8) 0.062(4) Uani d . 1 . . O Cl1 1.1545(3) 0.4577(10) 0.43522(14) 0.0733(9) Uani d . 1 . . Cl Ru1 0.92749(9) 0.4531(3) 0.47660(4) 0.0494(3) Uani d . 1 . . Ru loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.086(15) 0.031(10) 0.030(10) 0.013(9) 0.020(9) -0.006(8) C11 0.090(16) 0.044(11) 0.037(11) 0.003(11) -0.016(10) -0.024(9) C12 0.097(14) 0.068(11) 0.091(12) 0.015(11) -0.013(11) -0.030(10) C13 0.15(2) 0.066(12) 0.104(16) 0.044(14) -0.064(17) -0.054(12) C14 0.15(3) 0.10(2) 0.11(2) 0.052(18) -0.09(2) -0.067(17) C15 0.125(17) 0.089(14) 0.088(13) 0.032(14) -0.007(13) -0.038(12) C16 0.141(17) 0.051(10) 0.075(11) 0.006(11) -0.023(12) -0.034(9) C21 0.068(13) 0.051(12) 0.049(12) 0.005(10) 0.006(10) -0.008(10) C22 0.082(11) 0.073(11) 0.059(9) 0.003(10) -0.022(9) -0.010(8) C23 0.12(2) 0.19(3) 0.061(13) 0.08(2) -0.032(13) -0.003(16) C24 0.21(4) 0.10(2) 0.049(14) 0.07(2) -0.034(19) 0.005(14) C25 0.15(2) 0.048(11) 0.106(17) 0.003(13) 0.055(16) 0.022(11) C26 0.102(13) 0.053(9) 0.051(8) -0.007(10) 0.012(9) 0.013(7) C31 0.086(11) 0.061(17) 0.048(7) 0.003(9) -0.002(8) 0.003(8) C32 0.066(14) 0.078(15) 0.066(13) -0.009(11) 0.006(11) 0.017(12) C33 0.102(17) 0.029(9) 0.036(10) -0.032(10) 0.006(10) 0.003(7) C34 0.099(11) 0.056(16) 0.028(5) -0.013(10) 0.002(6) -0.006(8) C35 0.077(12) 0.032(10) 0.053(11) -0.008(10) -0.001(9) -0.003(8) C36 0.11(2) 0.079(16) 0.040(10) 0.064(17) 0.010(12) 0.017(11) C37 0.090(16) 0.16(3) 0.117(16) 0.031(15) -0.003(13) -0.025(16) C38 0.111(17) 0.42(7) 0.23(3) 0.02(5) -0.08(2) 0.15(6) C39 0.076(15) 0.21(3) 0.26(3) 0.033(17) 0.042(19) 0.00(3) C40 0.080(11) 0.098(16) 0.067(10) 0.001(10) -0.013(9) 0.023(9) N1 0.062(11) 0.063(12) 0.058(11) 0.006(8) -0.037(8) -0.012(9) O1 0.117(13) 0.033(8) 0.037(9) -0.001(9) -0.019(9) 0.005(7) O2 0.092(12) 0.032(8) 0.062(11) 0.011(9) -0.001(9) 0.008(8) Cl1 0.077(2) 0.079(2) 0.0639(17) -0.005(5) 0.0192(16) -0.003(5) Ru1 0.0693(6) 0.0378(4) 0.0411(4) -0.0025(13) -0.0011(5) -0.0002(11) #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 N1 . 1.300(12) ? C1 O2 . 1.32(2) ? C1 C21 . 1.35(3) ? C11 C12 . 1.34(3) ? C11 C16 . 1.37(3) ? C11 N1 . 1.51(3) ? C12 C13 . 1.40(2) ? C12 H12 . 0.93 ? C13 C14 . 1.32(5) ? C13 H13 . 0.93 ? C14 C15 . 1.40(4) ? C14 H14 . 0.93 ? C15 C16 . 1.40(2) ? C15 H15 . 0.93 ? C16 H16 . 0.93 ? C21 C26 . 1.37(3) ? C21 C22 . 1.42(3) ? C22 C23 . 1.36(2) ? C22 H22 . 0.93 ? C23 C24 . 1.30(4) ? C23 H23 . 0.93 ? C24 C25 . 1.44(4) ? C24 H24 . 0.93 ? C25 C26 . 1.43(2) ? C25 H25 . 0.93 ? C26 H26 . 0.93 ? C31 C36 . 1.37(3) ? C31 C32 . 1.50(3) ? C31 C37 . 1.59(2) ? C31 Ru1 . 2.181(17) ? C32 C33 . 1.38(3) ? C32 Ru1 . 2.17(3) ? C32 H32 . 0.93 ? C33 C34 . 1.40(3) ? C33 Ru1 . 2.14(2) ? C33 H33 . 0.93 ? C34 C35 . 1.42(3) ? C34 C40 . 1.520(18) ? C34 Ru1 . 2.197(13) ? C35 C36 . 1.40(3) ? C35 Ru1 . 2.17(2) ? C35 H35 . 0.93 ? C36 Ru1 . 2.14(2) ? C36 H36 . 0.93 ? C37 C38 . 1.44(5) ? C37 C39 . 1.48(3) ? C37 H37 . 0.98 ? C38 H38A . 0.96 ? C38 H38B . 0.96 ? C38 H38C . 0.96 ? C39 H39A . 0.96 ? C39 H39B . 0.96 ? C39 H39C . 0.96 ? C40 H40A . 0.96 ? C40 H40B . 0.96 ? C40 H40C . 0.96 ? N1 O1 . 1.36(2) ? O1 Ru1 . 2.097(14) ? O2 Ru1 . 2.062(15) ? Cl1 Ru1 . 2.411(3) ? 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 N1 C1 O2 117(2) . . ? N1 C1 C21 125(2) . . ? O2 C1 C21 118.3(18) . . ? C12 C11 C16 123.3(18) . . ? C12 C11 N1 119(2) . . ? C16 C11 N1 117.3(19) . . ? C11 C12 C13 117(2) . . ? C11 C12 H12 121.7 . . ? C13 C12 H12 121.7 . . ? C14 C13 C12 125(2) . . ? C14 C13 H13 117.7 . . ? C12 C13 H13 117.7 . . ? C13 C14 C15 117(2) . . ? C13 C14 H14 121.7 . . ? C15 C14 H14 121.7 . . ? C16 C15 C14 122(2) . . ? C16 C15 H15 119.2 . . ? C14 C15 H15 119.2 . . ? C11 C16 C15 116.9(19) . . ? C11 C16 H16 121.6 . . ? C15 C16 H16 121.6 . . ? C1 C21 C26 125(2) . . ? C1 C21 C22 121(2) . . ? C26 C21 C22 114(2) . . ? C23 C22 C21 123(2) . . ? C23 C22 H22 118.5 . . ? C21 C22 H22 118.5 . . ? C24 C23 C22 123(2) . . ? C24 C23 H23 118.6 . . ? C22 C23 H23 118.6 . . ? C23 C24 C25 120(2) . . ? C23 C24 H24 120 . . ? C25 C24 H24 120 . . ? C26 C25 C24 116(2) . . ? C26 C25 H25 122.1 . . ? C24 C25 H25 122.1 . . ? C21 C26 C25 124(2) . . ? C21 C26 H26 117.9 . . ? C25 C26 H26 117.9 . . ? C36 C31 C32 117.9(16) . . ? C36 C31 C37 122.6(17) . . ? C32 C31 C37 119.2(17) . . ? C36 C31 Ru1 69.7(13) . . ? C32 C31 Ru1 69.5(11) . . ? C37 C31 Ru1 128.2(12) . . ? C33 C32 C31 117(2) . . ? C33 C32 Ru1 70.3(14) . . ? C31 C32 Ru1 70.2(13) . . ? C33 C32 H32 121.4 . . ? C31 C32 H32 121.4 . . ? Ru1 C32 H32 130.5 . . ? C32 C33 C34 124(2) . . ? C32 C33 Ru1 72.5(15) . . ? C34 C33 Ru1 73.3(11) . . ? C32 C33 H33 117.9 . . ? C34 C33 H33 117.9 . . ? Ru1 C33 H33 129 . . ? C33 C34 C35 117.9(16) . . ? C33 C34 C40 121.8(18) . . ? C35 C34 C40 120.2(17) . . ? C33 C34 Ru1 69.1(11) . . ? C35 C34 Ru1 70.1(11) . . ? C40 C34 Ru1 128.9(10) . . ? C36 C35 C34 120(2) . . ? C36 C35 Ru1 69.6(14) . . ? C34 C35 Ru1 72.0(11) . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.2 . . ? Ru1 C35 H35 130.9 . . ? C31 C36 C35 123(2) . . ? C31 C36 Ru1 73.3(13) . . ? C35 C36 Ru1 72.4(14) . . ? C31 C36 H36 118.5 . . ? C35 C36 H36 118.5 . . ? Ru1 C36 H36 128.2 . . ? C38 C37 C39 130(2) . . ? C38 C37 C31 116(2) . . ? C39 C37 C31 106.1(17) . . ? C38 C37 H37 99.4 . . ? C39 C37 H37 99.4 . . ? C31 C37 H37 99.4 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C34 C40 H40A 109.5 . . ? C34 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C34 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C1 N1 O1 121(2) . . ? C1 N1 C11 126(2) . . ? O1 N1 C11 112.1(16) . . ? N1 O1 Ru1 108.7(11) . . ? C1 O2 Ru1 114.3(12) . . ? O2 Ru1 O1 77.5(3) . . ? O2 Ru1 C36 90.5(7) . . ? O1 Ru1 C36 142.1(10) . . ? O2 Ru1 C33 165.7(7) . . ? O1 Ru1 C33 102.7(8) . . ? C36 Ru1 C33 80.7(9) . . ? O2 Ru1 C35 111.1(8) . . ? O1 Ru1 C35 170.7(8) . . ? C36 Ru1 C35 38.0(9) . . ? C33 Ru1 C35 68.1(6) . . ? O2 Ru1 C32 128.9(9) . . ? O1 Ru1 C32 90.1(9) . . ? C36 Ru1 C32 69.6(8) . . ? C33 Ru1 C32 37.2(9) . . ? C35 Ru1 C32 81.7(9) . . ? O2 Ru1 C31 97.0(6) . . ? O1 Ru1 C31 108.3(7) . . ? C36 Ru1 C31 37.0(8) . . ? C33 Ru1 C31 69.2(7) . . ? C35 Ru1 C31 68.1(7) . . ? C32 Ru1 C31 40.3(8) . . ? O2 Ru1 C34 147.2(7) . . ? O1 Ru1 C34 134.3(7) . . ? C36 Ru1 C34 68.5(8) . . ? C33 Ru1 C34 37.6(7) . . ? C35 Ru1 C34 37.9(8) . . ? C32 Ru1 C34 68.4(8) . . ? C31 Ru1 C34 81.4(6) . . ? O2 Ru1 Cl1 84.3(5) . . ? O1 Ru1 Cl1 85.3(5) . . ? C36 Ru1 Cl1 129.6(8) . . ? C33 Ru1 Cl1 110.0(6) . . ? C35 Ru1 Cl1 98.7(6) . . ? C32 Ru1 Cl1 144.6(7) . . ? C31 Ru1 Cl1 166.3(5) . . ? C34 Ru1 Cl1 90.2(4) . . ? #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_12 _database_code_depnum_ccdc_archive 'CCDC 838354' #TrackingRef 'Godoetal.cif' _audit_creation_date 2011-06-02T21:12:27-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C46 H50 F6 N4 O10 Ru2 S2' _chemical_formula_sum 'C46 H50 F6 N4 O10 Ru2 S2' _chemical_formula_weight 1199.16 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.9020(10) _cell_length_b 14.9380(10) _cell_length_c 19.6410(10) _cell_angle_alpha 90 _cell_angle_beta 105.360(10) _cell_angle_gamma 90 _cell_volume 5064.8(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 4.37 _cell_measurement_theta_max 13.93 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_diffrn 1.573 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2432 _exptl_absorpt_coefficient_mu 0.759 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351 Number of psi-scan sets used was 3 Theta correction was applied. Averaged transmission function was used. Fourier smoothing - Window value 5 ; _exptl_absorpt_correction_T_min 0.7069 _exptl_absorpt_correction_T_max 0.813 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius MACH3' _diffrn_measurement_method 'profiled omega/2theta scans' _diffrn_reflns_number 9943 _diffrn_reflns_av_R_equivalents 0.022 _diffrn_reflns_av_unetI/netI 0.0829 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 25.47 _diffrn_reflns_theta_full 25.47 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -2 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_standards_number 3 _diffrn_standards_interval_count 104 _diffrn_standards_interval_time 61 _diffrn_standards_decay_% -1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 -2 3 -8 0 12 -1 -2 6 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _reflns_number_total 9360 _reflns_number_gt 6201 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1373 _refine_ls_R_factor_gt 0.0982 _refine_ls_wR_factor_ref 0.2391 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_number_reflns 9360 _refine_ls_number_parameters 643 _refine_ls_number_restraints 2 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+29.8497P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.214 _refine_diff_density_min -0.985 _refine_diff_density_rms 0.135 _refine_ls_extinction_method none 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'MACH3/PC (Enraf Nonius, 1996)' _computing_cell_refinement 'MACH3/PC (Enraf Nonius, 1996)' _computing_data_reduction 'PROFIT (Streltsov & Zavodnik, 1989)' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.8846(6) 0.5474(7) 0.8057(6) 0.059(3) Uani d . 1 . . C C11 0.1134(5) 0.2413(6) 0.7290(5) 0.049(2) Uani d . 1 . . C C12 0.7033(6) 0.4770(7) 0.6692(6) 0.063(3) Uani d . 1 . . C H12 0.7276 0.4736 0.6329 0.075 Uiso calc . 1 . . H C13 0.6327(7) 0.5205(8) 0.6573(7) 0.078(3) Uani d . 1 . . C H13 0.6087 0.5437 0.613 0.094 Uiso calc . 1 . . H C14 0.5990(7) 0.5287(9) 0.7113(10) 0.092(4) Uani d . 1 . . C H14 0.5528 0.56 0.7051 0.11 Uiso calc . 1 . . H C15 0.6337(8) 0.4909(10) 0.7738(8) 0.091(4) Uani d . 1 . . C H15 0.61 0.4947 0.8106 0.109 Uiso calc . 1 . . H C16 0.7024(6) 0.4474(8) 0.7846(6) 0.070(3) Uani d . 1 . . C H16 0.7256 0.4226 0.8285 0.084 Uiso calc . 1 . . H C21 0.8521(6) 0.2719(6) 0.6725(5) 0.057(2) Uani d . 1 . . C C22 0.9285(6) 0.2879(7) 0.7159(6) 0.058(3) Uani d . 1 . . C H22 0.9687 0.2999 0.6954 0.07 Uiso calc . 1 . . H C23 0.9426(6) 0.2854(7) 0.7893(6) 0.062(3) Uani d . 1 . . C H23 0.9919 0.2987 0.8173 0.075 Uiso calc . 1 . . H C24 0.8834(6) 0.2628(6) 0.8225(6) 0.060(3) Uani d . 1 . . C C25 0.8090(6) 0.2465(7) 0.7796(6) 0.065(3) Uani d . 1 . . C H25 0.769 0.2322 0.7997 0.078 Uiso calc . 1 . . H C26 0.7950(6) 0.2517(7) 0.7067(6) 0.062(3) Uani d . 1 . . C H26 0.7449 0.2412 0.6791 0.074 Uiso calc . 1 . . H C27 0.8338(8) 0.2778(9) 0.5913(6) 0.081(4) Uani d . 1 . . C H27 0.7796 0.2965 0.5735 0.097 Uiso calc R 1 . . H C28 0.8830(9) 0.3445(9) 0.5656(7) 0.105(5) Uani d . 1 . . C H28A 0.9358 0.3245 0.578 0.157 Uiso calc R 1 . . H H28B 0.8798 0.4016 0.587 0.157 Uiso calc R 1 . . H H28C 0.8647 0.3499 0.5152 0.157 Uiso calc R 1 . . H C29 0.8411(12) 0.1823(10) 0.5631(7) 0.131(7) Uani d . 1 . . C H29A 0.8948 0.1662 0.5729 0.197 Uiso calc R 1 . . H H29B 0.8182 0.1809 0.5131 0.197 Uiso calc R 1 . . H H29C 0.8148 0.1406 0.5859 0.197 Uiso calc R 1 . . H C30 0.8983(8) 0.2664(9) 0.9023(6) 0.093(4) Uani d . 1 . . C H30A 0.9213 0.3229 0.9194 0.14 Uiso calc R 1 . . H H30B 0.9328 0.2188 0.9232 0.14 Uiso calc R 1 . . H H30C 0.8502 0.2597 0.9147 0.14 Uiso calc R 1 . . H C31 0.8982(6) 0.6266(7) 0.8529(6) 0.060(3) Uani d . 1 . . C C32 0.8856(8) 0.6187(9) 0.9196(7) 0.084(4) Uani d . 1 . . C H32 0.8697 0.5644 0.9342 0.101 Uiso calc . 1 . . H C33 0.8972(10) 0.6925(11) 0.9643(7) 0.104(5) Uani d . 1 . . C H33 0.8892 0.6872 1.009 0.125 Uiso calc . 1 . . H C34 0.9194(9) 0.7708(11) 0.9437(9) 0.104(5) Uani d . 1 . . C H34 0.9267 0.8193 0.9745 0.125 Uiso calc . 1 . . H C35 0.9319(9) 0.7816(9) 0.8783(9) 0.099(4) Uani d . 1 . . C H35 0.9469 0.837 0.8648 0.118 Uiso calc . 1 . . H C36 0.9218(7) 0.7087(8) 0.8319(7) 0.076(3) Uani d . 1 . . C H36 0.9308 0.715 0.7876 0.091 Uiso calc . 1 . . H C42 0.2879(8) 0.3369(8) 0.7179(7) 0.082(4) Uani d . 1 . . C H42 0.2597 0.3602 0.6748 0.098 Uiso calc . 1 . . H C43 0.3540(9) 0.2892(9) 0.7207(9) 0.092(5) Uani d . 1 . . C H43 0.3693 0.279 0.6796 0.111 Uiso calc . 1 . . H C44 0.3976(9) 0.2564(10) 0.7840(14) 0.119(7) Uani d . 1 . . C H44 0.4427 0.2242 0.7866 0.143 Uiso calc . 1 . . H C45 0.3731(9) 0.2722(9) 0.8430(10) 0.103(5) Uani d . 1 . . C H45 0.4014 0.2517 0.887 0.123 Uiso calc . 1 . . H C46 0.3046(7) 0.3197(8) 0.8356(7) 0.078(3) Uani d . 1 . . C H46 0.2879 0.3296 0.876 0.094 Uiso calc . 1 . . H C51 0.1534(6) 0.5300(7) 0.8380(6) 0.064(3) Uani d . 1 . . C C52 0.2086(6) 0.5445(7) 0.8014(6) 0.061(3) Uani d . 1 . . C H52 0.2593 0.5553 0.8272 0.073 Uiso calc . 1 . . H C53 0.1923(6) 0.5440(6) 0.7286(6) 0.065(3) Uani d . 1 . . C H53 0.2312 0.5571 0.7068 0.078 Uiso calc . 1 . . H C54 0.1181(6) 0.5239(7) 0.6877(6) 0.063(3) Uani d . 1 . . C C55 0.0589(6) 0.5077(7) 0.7246(6) 0.064(3) Uani d . 1 . . C H55 0.0084 0.4952 0.6991 0.076 Uiso calc . 1 . . H C56 0.0774(7) 0.5110(7) 0.7969(6) 0.069(3) Uani d . 1 . . C H56 0.0388 0.5003 0.8197 0.083 Uiso calc . 1 . . H C57 0.1658(9) 0.5273(11) 0.9189(7) 0.101(5) Uani d . 1 . . C H57 0.1349 0.4783 0.9304 0.121 Uiso calc R 1 . . H C58 0.1380(14) 0.6141(15) 0.9423(9) 0.203(12) Uani d . 1 . . C H58A 0.143 0.612 0.9921 0.305 Uiso calc R 1 . . H H58B 0.0846 0.6232 0.9175 0.305 Uiso calc R 1 . . H H58C 0.1685 0.6626 0.9321 0.305 Uiso calc R 1 . . H C59 0.2449(13) 0.5150(15) 0.9578(9) 0.175(10) Uani d . 1 . . C H59A 0.2748 0.5661 0.9512 0.262 Uiso calc R 1 . . H H59B 0.2652 0.4622 0.9412 0.262 Uiso calc R 1 . . H H59C 0.2478 0.5084 1.0071 0.262 Uiso calc R 1 . . H C60 0.0983(8) 0.5120(9) 0.6072(6) 0.090(4) Uani d . 1 . . C H60A 0.074 0.5655 0.5846 0.135 Uiso calc R 1 . . H H60B 0.0635 0.4623 0.5935 0.135 Uiso calc R 1 . . H H60C 0.1449 0.5009 0.5932 0.135 Uiso calc R 1 . . H C61 0.0927(6) 0.1584(6) 0.6896(5) 0.054(2) Uani d . 1 . . C C62 0.0871(8) 0.1613(9) 0.6161(6) 0.084(4) Uani d . 1 . . C H62 0.0975 0.2141 0.5952 0.101 Uiso calc . 1 . . H C63 0.0663(10) 0.0853(10) 0.5763(7) 0.103(5) Uani d . 1 . . C H63 0.062 0.0879 0.5281 0.123 Uiso calc . 1 . . H C64 0.0516(9) 0.0068(9) 0.6047(7) 0.092(4) Uani d . 1 . . C H64 0.0379 -0.0435 0.5762 0.11 Uiso calc . 1 . . H C65 0.0570(8) 0.0013(8) 0.6765(7) 0.082(3) Uani d . 1 . . C H65 0.0466 -0.052 0.6967 0.098 Uiso calc . 1 . . H C66 0.0783(6) 0.0782(7) 0.7173(6) 0.064(3) Uani d . 1 . . C H66 0.083 0.0748 0.7655 0.076 Uiso calc . 1 . . H C72 0.1053(9) 0.9556(10) 0.9273(7) 0.087(4) Uani d . 1 . . C C82 0.8481(16) 0.6714(13) 0.5348(12) 0.142(8) Uani d . 1 . . C N1 0.8792(5) 0.5580(6) 0.7383(5) 0.059(2) Uani d D 1 . . N N10 0.7374(5) 0.4399(5) 0.7316(4) 0.0523(19) Uani d . 1 . . N N11 0.1279(5) 0.2412(5) 0.7985(5) 0.058(2) Uani d D 1 . . N N40 0.2624(5) 0.3512(6) 0.7762(5) 0.060(2) Uani d . 1 . . N O1 0.8726(4) 0.4827(5) 0.6959(3) 0.0584(17) Uani d . 1 . . O O2 0.8775(4) 0.4704(4) 0.8295(3) 0.0580(17) Uani d . 1 . . O O11 0.1400(4) 0.3210(4) 0.8339(3) 0.0634(18) Uani d . 1 . . O O12 0.1147(4) 0.3158(4) 0.6970(3) 0.0535(16) Uani d . 1 . . O O71 0.1884(6) 1.0730(8) 1.0054(4) 0.113(3) Uani d . 1 . . O O72 0.2068(6) 1.0436(11) 0.8894(5) 0.158(6) Uani d . 1 . . O O73 0.0924(7) 1.1190(6) 0.8997(5) 0.110(3) Uani d . 1 . . O O81 0.9162(8) 0.7038(8) 0.6639(5) 0.163(6) Uani d . 1 . . O O82 0.9237(9) 0.8141(10) 0.5817(7) 0.188(7) Uani d . 1 . . O O83 0.8029(11) 0.7833(17) 0.5997(10) 0.273(12) Uani d . 1 . . O F71 0.1501(8) 0.8900(7) 0.9519(7) 0.183(5) Uani d . 1 . . F F72 0.0522(6) 0.9589(7) 0.9618(5) 0.143(4) Uani d . 1 . . F F73 0.0684(5) 0.9349(6) 0.8601(5) 0.120(3) Uani d . 1 . . F F81 0.8154(15) 0.6082(12) 0.5522(8) 0.308(15) Uani d . 1 . . F F82 0.9187(16) 0.643(2) 0.5325(12) 0.40(2) Uani d . 1 . . F F83 0.8165(8) 0.6993(10) 0.4759(5) 0.182(6) Uani d . 1 . . F S71 0.1544(2) 1.0600(3) 0.93157(16) 0.0859(10) Uani d . 1 . . S S81 0.8782(3) 0.7529(3) 0.60365(19) 0.0941(11) Uani d . 1 . . S Ru1 0.84641(4) 0.37501(5) 0.74950(4) 0.0484(2) Uani d . 1 . . Ru Ru2 0.15613(5) 0.41957(5) 0.76690(4) 0.0513(2) Uani d . 1 . . Ru H1 0.883(6) 0.609(3) 0.721(5) 0.062 Uiso d D 1 . . H H11 0.126(6) 0.191(3) 0.819(5) 0.062 Uiso d D 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.052(6) 0.049(6) 0.077(7) -0.003(5) 0.018(5) -0.009(5) C11 0.045(5) 0.041(5) 0.068(6) 0.006(4) 0.026(5) 0.000(5) C12 0.062(7) 0.055(6) 0.072(7) 0.007(5) 0.020(5) -0.006(5) C13 0.068(8) 0.063(7) 0.088(9) 0.014(6) -0.005(6) -0.002(6) C14 0.061(8) 0.074(9) 0.136(13) 0.006(7) 0.020(8) -0.019(9) C15 0.063(8) 0.110(11) 0.110(11) -0.009(8) 0.041(8) -0.026(9) C16 0.061(7) 0.088(9) 0.069(7) 0.002(6) 0.030(6) -0.007(6) C21 0.067(7) 0.042(5) 0.063(6) 0.010(5) 0.021(5) -0.011(5) C22 0.056(6) 0.055(6) 0.074(7) 0.012(5) 0.034(5) 0.002(5) C23 0.061(7) 0.052(6) 0.070(7) 0.010(5) 0.010(5) -0.007(5) C24 0.073(7) 0.042(5) 0.066(6) 0.000(5) 0.021(5) 0.003(5) C25 0.065(7) 0.048(6) 0.088(8) -0.011(5) 0.031(6) 0.000(5) C26 0.056(6) 0.056(6) 0.071(7) -0.003(5) 0.013(5) -0.005(5) C27 0.100(9) 0.087(9) 0.055(7) 0.005(8) 0.019(6) -0.005(6) C28 0.163(15) 0.091(10) 0.067(8) -0.007(10) 0.044(9) 0.001(7) C29 0.23(2) 0.088(11) 0.081(10) 0.006(12) 0.047(11) -0.033(8) C30 0.126(12) 0.090(10) 0.063(7) 0.018(9) 0.024(7) 0.010(7) C31 0.050(6) 0.058(6) 0.073(7) 0.007(5) 0.018(5) -0.005(5) C32 0.086(9) 0.076(8) 0.091(9) 0.014(7) 0.025(7) -0.002(7) C33 0.136(13) 0.098(11) 0.074(9) -0.001(10) 0.022(8) -0.039(8) C34 0.108(12) 0.086(11) 0.104(12) -0.004(9) 0.001(9) -0.030(9) C35 0.102(11) 0.071(9) 0.117(12) -0.002(8) 0.022(9) -0.022(8) C36 0.077(8) 0.063(7) 0.089(8) 0.001(6) 0.026(7) -0.005(6) C42 0.093(9) 0.072(8) 0.097(9) -0.001(7) 0.055(8) 0.001(7) C43 0.098(10) 0.057(8) 0.151(14) 0.013(7) 0.083(10) 0.003(8) C44 0.079(10) 0.055(8) 0.24(2) 0.010(7) 0.070(13) -0.009(11) C45 0.081(10) 0.063(8) 0.152(15) 0.015(7) 0.009(9) 0.004(9) C46 0.068(8) 0.063(7) 0.100(9) 0.008(6) 0.016(7) 0.008(7) C51 0.062(7) 0.062(7) 0.076(7) 0.004(5) 0.033(6) -0.011(6) C52 0.060(6) 0.055(6) 0.069(7) -0.015(5) 0.018(5) -0.005(5) C53 0.065(7) 0.039(5) 0.099(9) -0.006(5) 0.037(6) 0.008(5) C54 0.069(7) 0.053(6) 0.070(7) 0.001(5) 0.020(6) -0.002(5) C55 0.052(6) 0.054(6) 0.083(8) 0.014(5) 0.017(5) 0.003(5) C56 0.075(8) 0.060(7) 0.083(8) 0.010(6) 0.040(6) 0.004(6) C57 0.108(11) 0.122(13) 0.068(8) 0.020(10) 0.016(8) -0.016(8) C58 0.27(3) 0.24(3) 0.087(12) 0.13(2) 0.024(15) -0.052(15) C59 0.22(2) 0.23(2) 0.088(12) 0.08(2) 0.051(14) 0.010(14) C60 0.117(11) 0.086(9) 0.068(8) 0.011(8) 0.025(7) 0.007(7) C61 0.058(6) 0.047(5) 0.061(6) 0.000(5) 0.022(5) 0.001(5) C62 0.105(10) 0.082(9) 0.058(7) -0.010(8) 0.008(6) 0.005(6) C63 0.146(14) 0.084(10) 0.063(8) -0.008(10) 0.002(8) -0.014(7) C64 0.113(11) 0.075(9) 0.077(9) -0.003(8) 0.008(8) -0.025(7) C65 0.092(9) 0.055(7) 0.103(10) -0.004(6) 0.035(8) 0.000(7) C66 0.073(7) 0.050(6) 0.077(7) -0.013(5) 0.036(6) -0.010(5) C72 0.096(10) 0.091(10) 0.077(9) 0.011(8) 0.029(8) 0.002(7) C82 0.18(2) 0.081(12) 0.135(17) -0.007(13) -0.005(16) 0.020(12) N1 0.063(5) 0.049(5) 0.067(6) -0.003(4) 0.020(4) -0.002(4) N10 0.055(5) 0.050(5) 0.054(5) -0.004(4) 0.017(4) 0.000(4) N11 0.072(6) 0.039(5) 0.066(6) -0.002(4) 0.024(4) 0.009(4) N40 0.059(5) 0.054(5) 0.073(6) 0.003(4) 0.025(4) 0.013(4) O1 0.062(4) 0.062(4) 0.059(4) -0.010(3) 0.030(3) -0.008(3) O2 0.066(4) 0.051(4) 0.057(4) -0.011(3) 0.015(3) -0.008(3) O11 0.085(5) 0.051(4) 0.061(4) -0.016(4) 0.032(4) -0.007(3) O12 0.060(4) 0.050(4) 0.055(4) -0.003(3) 0.024(3) 0.003(3) O71 0.128(8) 0.155(10) 0.052(5) -0.022(7) 0.015(5) -0.016(5) O72 0.118(8) 0.287(17) 0.092(7) -0.057(10) 0.069(7) -0.022(9) O73 0.174(10) 0.081(6) 0.072(6) 0.014(7) 0.026(6) 0.009(5) O81 0.211(13) 0.156(11) 0.089(7) -0.104(10) -0.019(8) 0.040(7) O82 0.210(14) 0.193(14) 0.131(10) -0.119(12) -0.008(9) 0.069(10) O83 0.189(16) 0.43(3) 0.211(17) 0.107(19) 0.079(14) -0.095(19) F71 0.211(12) 0.107(8) 0.196(12) 0.046(8) -0.005(10) 0.017(8) F72 0.150(8) 0.179(10) 0.121(7) -0.061(8) 0.072(7) 0.011(7) F73 0.134(7) 0.117(7) 0.105(6) -0.017(6) 0.024(5) -0.027(5) F81 0.48(3) 0.186(14) 0.156(12) -0.20(2) -0.096(16) 0.059(11) F82 0.38(3) 0.49(4) 0.28(2) 0.27(3) -0.01(2) -0.18(3) F83 0.242(14) 0.230(13) 0.063(5) -0.072(11) 0.020(7) -0.005(7) S71 0.103(3) 0.106(3) 0.0540(16) -0.025(2) 0.0296(17) -0.0028(17) S81 0.110(3) 0.093(3) 0.077(2) -0.026(2) 0.021(2) 0.0041(19) Ru1 0.0476(4) 0.0478(5) 0.0522(4) 0.0008(4) 0.0174(3) -0.0008(3) Ru2 0.0508(5) 0.0484(5) 0.0604(5) -0.0016(4) 0.0249(4) 0.0005(4) #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O2 . 1.260(12) ? C1 N1 . 1.311(13) ? C1 C31 . 1.483(14) ? C11 O12 . 1.280(11) ? C11 N11 . 1.321(12) ? C11 C61 . 1.455(13) ? C12 N10 . 1.335(13) ? C12 C13 . 1.386(15) ? C12 H12 . 0.93 ? C13 C14 . 1.356(19) ? C13 H13 . 0.93 ? C14 C15 . 1.345(19) ? C14 H14 . 0.93 ? C15 C16 . 1.358(17) ? C15 H15 . 0.93 ? C16 N10 . 1.355(12) ? C16 H16 . 0.93 ? C21 C26 . 1.395(14) ? C21 C22 . 1.427(14) ? C21 C27 . 1.543(14) ? C21 Ru1 . 2.179(9) ? C22 C23 . 1.398(14) ? C22 Ru1 . 2.192(9) ? C22 H22 . 0.93 ? C23 C24 . 1.423(14) ? C23 Ru1 . 2.157(10) ? C23 H23 . 0.93 ? C24 C25 . 1.396(14) ? C24 C30 . 1.520(15) ? C24 Ru1 . 2.190(10) ? C25 C26 . 1.389(15) ? C25 Ru1 . 2.166(10) ? C25 H25 . 0.93 ? C26 Ru1 . 2.130(10) ? C26 H26 . 0.93 ? C27 C28 . 1.504(17) ? C27 C29 . 1.548(17) ? C27 H27 . 0.98 ? C28 H28A . 0.96 ? C28 H28B . 0.96 ? C28 H28C . 0.96 ? C29 H29A . 0.96 ? C29 H29B . 0.96 ? C29 H29C . 0.96 ? C30 H30A . 0.96 ? C30 H30B . 0.96 ? C30 H30C . 0.96 ? C31 C32 . 1.392(16) ? C31 C36 . 1.395(15) ? C32 C33 . 1.390(17) ? C32 H32 . 0.93 ? C33 C34 . 1.33(2) ? C33 H33 . 0.93 ? C34 C35 . 1.37(2) ? C34 H34 . 0.93 ? C35 C36 . 1.401(17) ? C35 H35 . 0.93 ? C36 H36 . 0.93 ? C42 N40 . 1.358(13) ? C42 C43 . 1.370(17) ? C42 H42 . 0.93 ? C43 C44 . 1.37(2) ? C43 H43 . 0.93 ? C44 C45 . 1.37(2) ? C44 H44 . 0.93 ? C45 C46 . 1.391(18) ? C45 H45 . 0.93 ? C46 N40 . 1.299(14) ? C46 H46 . 0.93 ? C51 C52 . 1.385(14) ? C51 C56 . 1.414(15) ? C51 C57 . 1.546(16) ? C51 Ru2 . 2.171(10) ? C52 C53 . 1.382(15) ? C52 Ru2 . 2.119(10) ? C52 H52 . 0.93 ? C53 C54 . 1.390(15) ? C53 Ru2 . 2.167(10) ? C53 H53 . 0.93 ? C54 C55 . 1.453(15) ? C54 C60 . 1.536(15) ? C54 Ru2 . 2.179(11) ? C55 C56 . 1.372(15) ? C55 Ru2 . 2.165(10) ? C55 H55 . 0.93 ? C56 Ru2 . 2.154(10) ? C56 H56 . 0.93 ? C57 C59 . 1.43(2) ? C57 C58 . 1.50(2) ? C57 H57 . 0.98 ? C58 H58A . 0.96 ? C58 H58B . 0.96 ? C58 H58C . 0.96 ? C59 H59A . 0.96 ? C59 H59B . 0.96 ? C59 H59C . 0.96 ? C60 H60A . 0.96 ? C60 H60B . 0.96 ? C60 H60C . 0.96 ? C61 C66 . 1.369(14) ? C61 C62 . 1.421(14) ? C62 C63 . 1.372(17) ? C62 H62 . 0.93 ? C63 C64 . 1.355(19) ? C63 H63 . 0.93 ? C64 C65 . 1.390(18) ? C64 H64 . 0.93 ? C65 C66 . 1.394(15) ? C65 H65 . 0.93 ? C66 H66 . 0.93 ? C72 F71 . 1.277(15) ? C72 F72 . 1.307(15) ? C72 F73 . 1.346(15) ? C72 S71 . 1.781(15) ? C82 F81 . 1.21(2) ? C82 F83 . 1.22(2) ? C82 F82 . 1.35(3) ? C82 S81 . 1.79(2) ? N1 O1 . 1.386(10) ? N1 H1 . 0.85(2) ? N10 Ru1 . 2.123(8) ? N11 O11 . 1.369(10) ? N11 H11 . 0.85(2) ? N40 Ru2 . 2.124(8) ? O1 Ru1 . 2.044(7) ? O2 Ru1 . 2.084(6) ? O11 Ru2 . 2.045(7) ? O12 Ru2 . 2.073(6) ? O71 S71 . 1.430(8) ? O72 S71 . 1.428(10) ? O73 S71 . 1.425(10) ? O81 S81 . 1.405(11) ? O82 S81 . 1.367(11) ? O83 S81 . 1.404(16) ? 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 O2 C1 N1 119.7(9) . . ? O2 C1 C31 120.9(10) . . ? N1 C1 C31 119.4(10) . . ? O12 C11 N11 119.0(9) . . ? O12 C11 C61 120.9(9) . . ? N11 C11 C61 120.0(8) . . ? N10 C12 C13 121.6(11) . . ? N10 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C14 C13 C12 119.0(12) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C15 C14 C13 118.9(12) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 121.5(13) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? N10 C16 C15 120.3(11) . . ? N10 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C26 C21 C22 117.3(9) . . ? C26 C21 C27 121.8(10) . . ? C22 C21 C27 120.9(10) . . ? C26 C21 Ru1 69.2(6) . . ? C22 C21 Ru1 71.4(5) . . ? C27 C21 Ru1 129.8(7) . . ? C23 C22 C21 119.5(9) . . ? C23 C22 Ru1 69.9(6) . . ? C21 C22 Ru1 70.4(5) . . ? C23 C22 H22 120.3 . . ? C21 C22 H22 120.3 . . ? Ru1 C22 H22 132.3 . . ? C22 C23 C24 121.8(10) . . ? C22 C23 Ru1 72.6(6) . . ? C24 C23 Ru1 72.1(6) . . ? C22 C23 H23 119.1 . . ? C24 C23 H23 119.1 . . ? Ru1 C23 H23 128.5 . . ? C25 C24 C23 118.2(10) . . ? C25 C24 C30 120.5(10) . . ? C23 C24 C30 121.0(10) . . ? C25 C24 Ru1 70.4(6) . . ? C23 C24 Ru1 69.7(6) . . ? C30 C24 Ru1 126.0(8) . . ? C26 C25 C24 119.7(10) . . ? C26 C25 Ru1 69.7(6) . . ? C24 C25 Ru1 72.2(6) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? Ru1 C25 H25 130.4 . . ? C25 C26 C21 123.5(10) . . ? C25 C26 Ru1 72.6(6) . . ? C21 C26 Ru1 73.0(6) . . ? C25 C26 H26 118.2 . . ? C21 C26 H26 118.2 . . ? Ru1 C26 H26 128.7 . . ? C28 C27 C21 113.8(10) . . ? C28 C27 C29 112.2(12) . . ? C21 C27 C29 107.6(10) . . ? C28 C27 H27 107.7 . . ? C21 C27 H27 107.7 . . ? C29 C27 H27 107.7 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C24 C30 H30A 109.5 . . ? C24 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C24 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C36 119.4(11) . . ? C32 C31 C1 118.7(11) . . ? C36 C31 C1 122.0(10) . . ? C33 C32 C31 119.5(13) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? C34 C33 C32 120.8(14) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? C33 C34 C35 121.5(14) . . ? C33 C34 H34 119.2 . . ? C35 C34 H34 119.2 . . ? C34 C35 C36 119.6(14) . . ? C34 C35 H35 120.2 . . ? C36 C35 H35 120.2 . . ? C31 C36 C35 119.2(12) . . ? C31 C36 H36 120.4 . . ? C35 C36 H36 120.4 . . ? N40 C42 C43 121.8(13) . . ? N40 C42 H42 119.1 . . ? C43 C42 H42 119.1 . . ? C42 C43 C44 120.0(14) . . ? C42 C43 H43 120 . . ? C44 C43 H43 120 . . ? C45 C44 C43 118.3(13) . . ? C45 C44 H44 120.8 . . ? C43 C44 H44 120.8 . . ? C44 C45 C46 118.2(15) . . ? C44 C45 H45 120.9 . . ? C46 C45 H45 120.9 . . ? N40 C46 C45 124.4(13) . . ? N40 C46 H46 117.8 . . ? C45 C46 H46 117.8 . . ? C52 C51 C56 116.5(10) . . ? C52 C51 C57 127.6(11) . . ? C56 C51 C57 115.9(10) . . ? C52 C51 Ru2 69.1(6) . . ? C56 C51 Ru2 70.3(6) . . ? C57 C51 Ru2 128.3(9) . . ? C53 C52 C51 123.6(10) . . ? C53 C52 Ru2 73.1(6) . . ? C51 C52 Ru2 73.2(6) . . ? C53 C52 H52 118.2 . . ? C51 C52 H52 118.2 . . ? Ru2 C52 H52 127.8 . . ? C52 C53 C54 120.4(10) . . ? C52 C53 Ru2 69.3(6) . . ? C54 C53 Ru2 71.8(6) . . ? C52 C53 H53 119.8 . . ? C54 C53 H53 119.8 . . ? Ru2 C53 H53 132 . . ? C53 C54 C55 117.3(10) . . ? C53 C54 C60 123.0(11) . . ? C55 C54 C60 119.6(10) . . ? C53 C54 Ru2 70.9(6) . . ? C55 C54 Ru2 69.9(6) . . ? C60 C54 Ru2 126.5(8) . . ? C56 C55 C54 120.2(10) . . ? C56 C55 Ru2 71.0(6) . . ? C54 C55 Ru2 71.0(6) . . ? C56 C55 H55 119.9 . . ? C54 C55 H55 119.9 . . ? Ru2 C55 H55 130.7 . . ? C55 C56 C51 122.0(10) . . ? C55 C56 Ru2 71.9(6) . . ? C51 C56 Ru2 71.6(6) . . ? C55 C56 H56 119 . . ? C51 C56 H56 119 . . ? Ru2 C56 H56 130.2 . . ? C59 C57 C58 108.0(16) . . ? C59 C57 C51 113.9(13) . . ? C58 C57 C51 108.7(13) . . ? C59 C57 H57 108.7 . . ? C58 C57 H57 108.7 . . ? C51 C57 H57 108.7 . . ? C57 C58 H58A 109.5 . . ? C57 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C57 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C57 C59 H59A 109.5 . . ? C57 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? C57 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? C54 C60 H60A 109.5 . . ? C54 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? C54 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C66 C61 C62 117.4(10) . . ? C66 C61 C11 125.6(9) . . ? C62 C61 C11 117.0(9) . . ? C63 C62 C61 119.3(12) . . ? C63 C62 H62 120.3 . . ? C61 C62 H62 120.3 . . ? C64 C63 C62 122.3(12) . . ? C64 C63 H63 118.9 . . ? C62 C63 H63 118.9 . . ? C63 C64 C65 120.0(12) . . ? C63 C64 H64 120 . . ? C65 C64 H64 120 . . ? C64 C65 C66 118.0(11) . . ? C64 C65 H65 121 . . ? C66 C65 H65 121 . . ? C61 C66 C65 123.0(10) . . ? C61 C66 H66 118.5 . . ? C65 C66 H66 118.5 . . ? F71 C72 F72 107.6(14) . . ? F71 C72 F73 106.9(13) . . ? F72 C72 F73 106.4(12) . . ? F71 C72 S71 113.7(12) . . ? F72 C72 S71 111.1(10) . . ? F73 C72 S71 110.8(10) . . ? F81 C82 F83 113(2) . . ? F81 C82 F82 107(2) . . ? F83 C82 F82 106(3) . . ? F81 C82 S81 113(2) . . ? F83 C82 S81 117.0(15) . . ? F82 C82 S81 98.2(17) . . ? C1 N1 O1 118.7(8) . . ? C1 N1 H1 122(7) . . ? O1 N1 H1 119(7) . . ? C12 N10 C16 118.6(9) . . ? C12 N10 Ru1 121.3(7) . . ? C16 N10 Ru1 120.1(7) . . ? C11 N11 O11 119.0(8) . . ? C11 N11 H11 118(7) . . ? O11 N11 H11 122(7) . . ? C46 N40 C42 117.1(10) . . ? C46 N40 Ru2 123.1(8) . . ? C42 N40 Ru2 119.8(8) . . ? N1 O1 Ru1 109.0(5) . . ? C1 O2 Ru1 112.2(6) . . ? N11 O11 Ru2 109.3(5) . . ? C11 O12 Ru2 112.0(6) . . ? O73 S71 O72 114.0(7) . . ? O73 S71 O71 115.7(6) . . ? O72 S71 O71 116.2(7) . . ? O73 S71 C72 101.8(7) . . ? O72 S71 C72 102.4(8) . . ? O71 S71 C72 103.9(7) . . ? O82 S81 O83 114.2(13) . . ? O82 S81 O81 114.7(8) . . ? O83 S81 O81 117.3(11) . . ? O82 S81 C82 107.5(11) . . ? O83 S81 C82 94.9(12) . . ? O81 S81 C82 105.2(9) . . ? O1 Ru1 O2 78.3(3) . . ? O1 Ru1 N10 83.1(3) . . ? O2 Ru1 N10 82.1(3) . . ? O1 Ru1 C26 127.7(4) . . ? O2 Ru1 C26 152.9(4) . . ? N10 Ru1 C26 92.7(4) . . ? O1 Ru1 C23 113.9(4) . . ? O2 Ru1 C23 97.1(3) . . ? N10 Ru1 C23 162.5(4) . . ? C26 Ru1 C23 80.0(4) . . ? O1 Ru1 C25 165.4(4) . . ? O2 Ru1 C25 116.1(4) . . ? N10 Ru1 C25 96.5(4) . . ? C26 Ru1 C25 37.7(4) . . ? C23 Ru1 C25 68.0(4) . . ? O1 Ru1 C21 98.1(3) . . ? O2 Ru1 C21 162.5(3) . . ? N10 Ru1 C21 114.7(3) . . ? C26 Ru1 C21 37.8(4) . . ? C23 Ru1 C21 68.5(4) . . ? C25 Ru1 C21 68.7(4) . . ? O1 Ru1 C24 150.3(4) . . ? O2 Ru1 C24 93.2(3) . . ? N10 Ru1 C24 124.3(4) . . ? C26 Ru1 C24 67.7(4) . . ? C23 Ru1 C24 38.2(4) . . ? C25 Ru1 C24 37.4(4) . . ? C21 Ru1 C24 81.5(4) . . ? O1 Ru1 C22 92.8(3) . . ? O2 Ru1 C22 124.5(4) . . ? N10 Ru1 C22 151.8(4) . . ? C26 Ru1 C22 67.8(4) . . ? C23 Ru1 C22 37.5(4) . . ? C25 Ru1 C22 80.6(4) . . ? C21 Ru1 C22 38.1(4) . . ? C24 Ru1 C22 68.4(4) . . ? O11 Ru2 O12 78.5(3) . . ? O11 Ru2 C52 123.7(4) . . ? O12 Ru2 C52 157.1(3) . . ? O11 Ru2 N40 82.8(3) . . ? O12 Ru2 N40 81.5(3) . . ? C52 Ru2 N40 94.9(4) . . ? O11 Ru2 C56 93.8(4) . . ? O12 Ru2 C56 120.7(4) . . ? C52 Ru2 C56 67.7(4) . . ? N40 Ru2 C56 156.5(4) . . ? O11 Ru2 C55 116.7(4) . . ? O12 Ru2 C55 95.2(4) . . ? C52 Ru2 C55 80.2(4) . . ? N40 Ru2 C55 159.4(4) . . ? C56 Ru2 C55 37.0(4) . . ? O11 Ru2 C53 161.2(4) . . ? O12 Ru2 C53 119.9(4) . . ? C52 Ru2 C53 37.6(4) . . ? N40 Ru2 C53 95.7(4) . . ? C56 Ru2 C53 80.1(4) . . ? C55 Ru2 C53 68.2(4) . . ? O11 Ru2 C51 95.9(3) . . ? O12 Ru2 C51 158.3(3) . . ? C52 Ru2 C51 37.6(4) . . ? N40 Ru2 C51 118.8(4) . . ? C56 Ru2 C51 38.2(4) . . ? C55 Ru2 C51 68.4(4) . . ? C53 Ru2 C51 68.4(4) . . ? O11 Ru2 C54 154.6(4) . . ? O12 Ru2 C54 94.2(3) . . ? C52 Ru2 C54 68.0(4) . . ? N40 Ru2 C54 120.6(4) . . ? C56 Ru2 C54 68.8(4) . . ? C55 Ru2 C54 39.1(4) . . ? C53 Ru2 C54 37.3(4) . . ? C51 Ru2 C54 81.9(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O81 0.85(2) 1.98(4) 2.799(13) 160(10) . N11 H11 O73 0.85(2) 2.13(6) 2.891(12) 148(9) 1_545 #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_14 _database_code_depnum_ccdc_archive 'CCDC 838355' #TrackingRef 'Godoetal.cif' _audit_creation_date 2011-06-02T21:24:12-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C29 H29 F3 N2 O5 Ru1 S1' _chemical_formula_sum 'C29 H29 F3 N2 O5 Ru S' _chemical_formula_weight 675.67 _chemical_absolute_configuration unk #============================================================================== # CRYSTAL DATA _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 42 b c' _symmetry_space_group_name_Hall 'P 4c -2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z+1/2' 'y, -x, z+1/2' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' 'y+1/2, x+1/2, z+1/2' '-y+1/2, -x+1/2, z+1/2' _cell_length_a 17.482(5) _cell_length_b 17.482(5) _cell_length_c 19.478(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 90.000(5) _cell_angle_gamma 90.000(5) _cell_volume 5953(3) _cell_formula_units_Z 8 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.38 _cell_measurement_theta_max 16.2 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2752 _exptl_absorpt_coefficient_mu 0.656 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351 Number of psi-scan sets used was 3 Theta correction was applied. Averaged transmission function was used. Fourier smoothing - Window value 5 ; _exptl_absorpt_correction_T_min 0.9559 _exptl_absorpt_correction_T_max 0.9908 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_source 'Enraf Nonius FR590' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled \w/2\t scans' _diffrn_reflns_number 7558 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_av_unetI/netI 0.0708 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 25.97 _diffrn_reflns_theta_full 25.97 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_standards_number 3 _diffrn_standards_interval_count 196 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% -3 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -4 -11 -8 4 3 -10 4 5 -7 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _reflns_number_total 3011 _reflns_number_gt 1909 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1008 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.1293 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.035 _refine_ls_number_reflns 3011 _refine_ls_number_parameters 373 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0622P)^2^+0.2597P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.476 _refine_diff_density_min -0.31 _refine_diff_density_rms 0.068 _refine_ls_extinction_method none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.09(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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SIR97 (Giacovazzo et al, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.1924(6) -0.0770(7) 0.5343(5) 0.050(3) Uani d . 1 . . C C10 0.0157(10) 0.6648(11) 0.7046(10) 0.114(5) Uani d . 1 . . C C11 0.1860(5) -0.1553(6) 0.5050(5) 0.055(3) Uani d . 1 . . C C12 0.1588(6) -0.2113(5) 0.5491(6) 0.059(3) Uani d . 1 . . C H12 0.1467 -0.2005 0.5946 0.07 Uiso calc . 1 . . H C13 0.1505(8) -0.2839(8) 0.5225(8) 0.076(4) Uani d . 1 . . C H13 0.1329 -0.3223 0.5514 0.091 Uiso calc . 1 . . H C14 0.1668(7) -0.3027(9) 0.4559(8) 0.075(4) Uani d . 1 . . C H14 0.1604 -0.3524 0.4399 0.09 Uiso calc . 1 . . H C15 0.1927(7) -0.2455(7) 0.4138(6) 0.076(3) Uani d . 1 . . C H15 0.2043 -0.2565 0.3682 0.091 Uiso calc . 1 . . H C16 0.2020(6) -0.1713(7) 0.4383(6) 0.065(3) Uani d . 1 . . C H16 0.2191 -0.1328 0.4091 0.078 Uiso calc . 1 . . H C21 0.3267(5) -0.0623(6) 0.4983(6) 0.055(3) Uani d . 1 . . C C22 0.3721(6) -0.1128(8) 0.5339(6) 0.078(3) Uani d . 1 . . C H22 0.3574 -0.1319 0.5765 0.094 Uiso calc . 1 . . H C23 0.4397(9) -0.1339(11) 0.5045(10) 0.112(6) Uani d . 1 . . C H23 0.471 -0.1683 0.5276 0.135 Uiso calc . 1 . . H C24 0.4634(7) -0.1059(8) 0.4415(8) 0.084(4) Uani d . 1 . . C H24 0.5099 -0.1209 0.4226 0.101 Uiso calc . 1 . . H C25 0.4175(6) -0.0563(7) 0.4083(6) 0.066(3) Uani d . 1 . . C H25 0.4322 -0.0368 0.3658 0.08 Uiso calc . 1 . . H C26 0.3495(6) -0.0345(6) 0.4368(6) 0.057(3) Uani d . 1 . . C H26 0.3184 0 0.4135 0.069 Uiso calc . 1 . . H C31 0.0929(7) 0.1372(7) 0.5333(7) 0.061(3) Uani d . 1 . . C C32 0.0442(7) 0.1032(8) 0.5796(8) 0.072(4) Uani d . 1 . . C H32 0.0029 0.0761 0.5619 0.087 Uiso calc . 1 . . H C33 0.0514(10) 0.1060(10) 0.6518(8) 0.089(5) Uani d . 1 . . C H33 0.016 0.0829 0.6808 0.107 Uiso calc . 1 . . H C34 0.1179(11) 0.1474(11) 0.6778(9) 0.091(5) Uani d . 1 . . C C35 0.1668(9) 0.1789(9) 0.6311(13) 0.092(6) Uani d . 1 . . C H35 0.2101 0.2043 0.6468 0.11 Uiso calc . 1 . . H C36 0.1539(8) 0.1743(9) 0.5611(9) 0.071(4) Uani d . 1 . . C H36 0.1885 0.1978 0.5317 0.085 Uiso calc . 1 . . H C37 0.1315(14) 0.1476(12) 0.7544(10) 0.165(10) Uani d . 1 . . C H37A 0.1849 0.156 0.7634 0.247 Uiso calc R 1 . . H H37B 0.1164 0.0992 0.7734 0.247 Uiso calc R 1 . . H H37C 0.1021 0.1877 0.7752 0.247 Uiso calc R 1 . . H C38 0.0810(10) 0.1334(13) 0.4556(9) 0.137(8) Uani d . 1 . . C H38 0.1148 0.1758 0.4428 0.164 Uiso calc R 1 . . H C39 0.0099(9) 0.1658(10) 0.4308(7) 0.122(6) Uani d . 1 . . C H39A 0.0145 0.177 0.3827 0.183 Uiso calc R 1 . . H H39B -0.001 0.2121 0.4555 0.183 Uiso calc R 1 . . H H39C -0.0308 0.1298 0.4378 0.183 Uiso calc R 1 . . H C40 0.1186(10) 0.0763(10) 0.4211(8) 0.128(6) Uani d . 1 . . C H40A 0.1029 0.0276 0.4389 0.193 Uiso calc R 1 . . H H40B 0.1727 0.0823 0.4272 0.193 Uiso calc R 1 . . H H40C 0.1063 0.0792 0.3731 0.193 Uiso calc R 1 . . H C42 0.1829(7) -0.0678(7) 0.7056(7) 0.066(3) Uani d . 1 . . C H42 0.1362 -0.0852 0.6887 0.08 Uiso calc . 1 . . H C43 0.2194(8) -0.1108(8) 0.7555(7) 0.088(4) Uani d . 1 . . C H43 0.1975 -0.1556 0.7722 0.105 Uiso calc . 1 . . H C44 0.2883(9) -0.0858(10) 0.7796(8) 0.102(5) Uani d . 1 . . C H44 0.3135 -0.112 0.8145 0.122 Uiso calc . 1 . . H C45 0.3193(9) -0.0217(9) 0.7515(10) 0.107(6) Uani d . 1 . . C H45 0.3675 -0.0052 0.7653 0.129 Uiso calc . 1 . . H C46 0.2793(7) 0.0187(7) 0.7026(7) 0.076(3) Uani d . 1 . . C H46 0.3009 0.0629 0.6843 0.091 Uiso calc . 1 . . H N1 0.2545(5) -0.0352(5) 0.5280(5) 0.060(2) Uani d . 1 . . N N31 0.2111(5) -0.0034(6) 0.6808(4) 0.065(2) Uani d . 1 . . N O2 0.1315(3) -0.0472(4) 0.5630(4) 0.0555(17) Uani d . 1 . . O O1 0.2538(4) 0.0377(4) 0.5501(4) 0.0603(18) Uani d . 1 . . O O11 0.0605(8) 0.7734(10) 0.7708(14) 0.284(14) Uani d . 1 . . O O12 0.0952(8) 0.6506(12) 0.8076(6) 0.213(9) Uani d . 1 . . O O13 0.1562(7) 0.6996(8) 0.7133(7) 0.121(4) Uani d . 1 . . O F1 -0.0494(6) 0.6639(8) 0.7310(9) 0.197(7) Uani d . 1 . . F F2 0.0033(8) 0.7102(9) 0.6513(7) 0.199(6) Uani d . 1 . . F F3 0.0341(8) 0.6017(7) 0.6769(11) 0.251(9) Uani d . 1 . . F S1 0.0889(2) 0.7051(3) 0.7532(2) 0.0991(12) Uani d . 1 . . S Ru1 0.15548(3) 0.06088(4) 0.60142(5) 0.0552(2) Uani d . 1 . . Ru loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.038(5) 0.059(7) 0.052(6) 0.002(5) 0.002(5) -0.002(5) C10 0.099(13) 0.115(14) 0.127(13) 0.020(11) -0.023(11) 0.008(11) C11 0.036(5) 0.059(6) 0.070(7) -0.001(5) -0.009(5) -0.009(6) C12 0.058(6) 0.044(6) 0.073(7) 0.006(5) 0.001(5) -0.002(5) C13 0.060(7) 0.057(7) 0.111(11) 0.005(6) 0.010(7) -0.001(8) C14 0.052(7) 0.072(8) 0.101(10) 0.007(6) -0.005(7) -0.026(8) C15 0.081(8) 0.071(7) 0.074(7) -0.002(7) -0.004(7) -0.004(7) C16 0.059(6) 0.074(8) 0.061(7) -0.015(6) 0.000(6) -0.011(6) C21 0.036(5) 0.059(6) 0.070(7) 0.007(5) 0.010(5) 0.008(6) C22 0.051(6) 0.099(9) 0.085(8) 0.014(6) 0.000(6) 0.014(8) C23 0.067(10) 0.138(14) 0.131(13) 0.035(9) -0.007(10) 0.022(12) C24 0.064(8) 0.084(9) 0.104(10) 0.003(7) 0.026(7) -0.021(8) C25 0.056(6) 0.062(6) 0.081(7) -0.013(6) 0.018(6) 0.003(6) C26 0.041(6) 0.056(6) 0.074(7) 0.007(5) 0.006(5) 0.003(6) C31 0.047(7) 0.047(7) 0.088(9) 0.009(6) 0.004(7) -0.007(6) C32 0.037(5) 0.056(7) 0.124(13) 0.004(5) -0.026(6) -0.022(7) C33 0.083(11) 0.080(11) 0.104(12) 0.010(8) 0.055(10) 0.001(9) C34 0.091(12) 0.094(12) 0.089(11) 0.039(10) -0.002(9) -0.031(9) C35 0.052(8) 0.052(8) 0.171(19) 0.013(6) -0.024(9) -0.014(9) C36 0.060(9) 0.066(9) 0.086(11) -0.002(7) 0.005(8) 0.015(9) C37 0.24(3) 0.159(18) 0.096(13) 0.089(18) 0.000(15) -0.039(12) C38 0.120(14) 0.21(2) 0.082(10) 0.089(14) -0.023(10) -0.045(12) C39 0.100(11) 0.175(17) 0.090(10) 0.037(11) -0.008(9) 0.035(10) C40 0.129(13) 0.175(17) 0.081(9) 0.069(14) -0.013(9) -0.005(11) C42 0.070(7) 0.059(7) 0.069(8) -0.016(6) -0.006(6) 0.008(6) C43 0.098(10) 0.081(9) 0.085(9) -0.001(8) -0.008(8) 0.012(8) C44 0.091(10) 0.114(12) 0.099(10) 0.004(9) -0.036(9) 0.014(9) C45 0.070(10) 0.094(11) 0.158(16) 0.007(9) -0.043(10) 0.021(11) C46 0.053(6) 0.070(8) 0.105(9) -0.013(6) -0.009(7) 0.003(7) N1 0.039(5) 0.059(5) 0.081(6) -0.004(4) 0.000(4) -0.002(5) N31 0.047(5) 0.075(6) 0.073(6) 0.006(5) 0.003(5) -0.023(6) O2 0.037(3) 0.057(4) 0.072(4) -0.002(3) 0.000(3) -0.010(3) O1 0.044(4) 0.045(4) 0.091(5) -0.004(3) 0.012(4) -0.018(4) O11 0.112(10) 0.218(17) 0.52(4) 0.006(11) 0.011(16) -0.25(2) O12 0.137(11) 0.40(3) 0.096(9) 0.049(14) -0.006(8) 0.042(13) O13 0.085(8) 0.108(9) 0.169(11) 0.000(7) 0.041(8) 0.001(10) F1 0.053(5) 0.223(14) 0.31(2) -0.035(7) 0.007(8) 0.044(13) F2 0.187(12) 0.249(15) 0.159(9) 0.075(11) -0.056(10) -0.012(11) F3 0.180(11) 0.114(8) 0.46(3) 0.028(8) -0.125(14) -0.110(13) S1 0.073(2) 0.130(3) 0.094(3) -0.009(2) 0.006(2) -0.036(3) Ru1 0.0370(3) 0.0529(4) 0.0756(5) 0.0016(3) 0.0034(7) -0.0096(7) #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O2 . 1.311(11) ? C1 N1 . 1.315(13) ? C1 C11 . 1.486(14) ? C10 F1 . 1.25(2) ? C10 F3 . 1.268(19) ? C10 F2 . 1.325(19) ? C10 S1 . 1.741(17) ? C11 C16 . 1.357(14) ? C11 C12 . 1.387(14) ? C12 C13 . 1.378(16) ? C12 H12 . 0.93 ? C13 C14 . 1.366(19) ? C13 H13 . 0.93 ? C14 C15 . 1.370(18) ? C14 H14 . 0.93 ? C15 C16 . 1.393(15) ? C15 H15 . 0.93 ? C16 H16 . 0.93 ? C21 C26 . 1.353(15) ? C21 C22 . 1.375(15) ? C21 N1 . 1.468(12) ? C22 C23 . 1.364(18) ? C22 H22 . 0.93 ? C23 C24 . 1.38(2) ? C23 H23 . 0.93 ? C24 C25 . 1.347(17) ? C24 H24 . 0.93 ? C25 C26 . 1.366(14) ? C25 H25 . 0.93 ? C26 H26 . 0.93 ? C31 C36 . 1.361(19) ? C31 C32 . 1.38(2) ? C31 C38 . 1.53(2) ? C31 Ru1 . 2.177(14) ? C32 C33 . 1.41(2) ? C32 Ru1 . 2.125(12) ? C32 H32 . 0.93 ? C33 C34 . 1.46(2) ? C33 Ru1 . 2.213(14) ? C33 H33 . 0.93 ? C34 C35 . 1.36(3) ? C34 C37 . 1.51(2) ? C34 Ru1 . 2.220(15) ? C35 C36 . 1.38(2) ? C35 Ru1 . 2.152(16) ? C35 H35 . 0.93 ? C36 Ru1 . 2.133(16) ? C36 H36 . 0.93 ? C37 H37A . 0.96 ? C37 H37B . 0.96 ? C37 H37C . 0.96 ? C38 C40 . 1.37(2) ? C38 C39 . 1.45(2) ? C38 H38 . 0.98 ? C39 H39A . 0.96 ? C39 H39B . 0.96 ? C39 H39C . 0.96 ? C40 H40A . 0.96 ? C40 H40B . 0.96 ? C40 H40C . 0.96 ? C42 N31 . 1.321(14) ? C42 C43 . 1.385(17) ? C42 H42 . 0.93 ? C43 C44 . 1.365(18) ? C43 H43 . 0.93 ? C44 C45 . 1.360(19) ? C44 H44 . 0.93 ? C45 C46 . 1.377(19) ? C45 H45 . 0.93 ? C46 N31 . 1.324(14) ? C46 H46 . 0.93 ? N1 O1 . 1.345(10) ? N31 Ru1 . 2.144(10) ? O2 Ru1 . 2.075(6) ? O1 Ru1 . 2.029(7) ? O11 S1 . 1.338(14) ? O12 S1 . 1.430(15) ? O13 S1 . 1.414(12) ? 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 O2 C1 N1 119.3(10) . . ? O2 C1 C11 118.0(9) . . ? N1 C1 C11 122.5(9) . . ? F1 C10 F3 113.3(19) . . ? F1 C10 F2 100.4(15) . . ? F3 C10 F2 103.3(18) . . ? F1 C10 S1 116.8(15) . . ? F3 C10 S1 113.4(13) . . ? F2 C10 S1 107.7(14) . . ? C16 C11 C12 121.2(10) . . ? C16 C11 C1 122.8(10) . . ? C12 C11 C1 116.0(9) . . ? C13 C12 C11 117.0(10) . . ? C13 C12 H12 121.5 . . ? C11 C12 H12 121.5 . . ? C14 C13 C12 123.8(14) . . ? C14 C13 H13 118.1 . . ? C12 C13 H13 118.1 . . ? C13 C14 C15 117.5(13) . . ? C13 C14 H14 121.3 . . ? C15 C14 H14 121.3 . . ? C14 C15 C16 120.8(11) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C11 C16 C15 119.7(11) . . ? C11 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C26 C21 C22 120.5(10) . . ? C26 C21 N1 119.1(9) . . ? C22 C21 N1 120.4(10) . . ? C23 C22 C21 117.4(12) . . ? C23 C22 H22 121.3 . . ? C21 C22 H22 121.3 . . ? C22 C23 C24 122.5(14) . . ? C22 C23 H23 118.8 . . ? C24 C23 H23 118.8 . . ? C25 C24 C23 118.3(12) . . ? C25 C24 H24 120.8 . . ? C23 C24 H24 120.8 . . ? C24 C25 C26 120.2(11) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C21 C26 C25 121.1(10) . . ? C21 C26 H26 119.5 . . ? C25 C26 H26 119.5 . . ? C36 C31 C32 115.4(14) . . ? C36 C31 C38 121.4(15) . . ? C32 C31 C38 123.2(14) . . ? C36 C31 Ru1 69.9(9) . . ? C32 C31 Ru1 69.3(8) . . ? C38 C31 Ru1 130.2(11) . . ? C31 C32 C33 125.7(15) . . ? C31 C32 Ru1 73.4(8) . . ? C33 C32 Ru1 74.4(10) . . ? C31 C32 H32 117.1 . . ? C33 C32 H32 117.1 . . ? Ru1 C32 H32 127.3 . . ? C32 C33 C34 115.6(16) . . ? C32 C33 Ru1 67.6(9) . . ? C34 C33 Ru1 71.0(9) . . ? C32 C33 H33 122.2 . . ? C34 C33 H33 122.2 . . ? Ru1 C33 H33 131.5 . . ? C35 C34 C33 117.9(16) . . ? C35 C34 C37 124(2) . . ? C33 C34 C37 118(2) . . ? C35 C34 Ru1 69.1(10) . . ? C33 C34 Ru1 70.5(8) . . ? C37 C34 Ru1 128.1(12) . . ? C34 C35 C36 122.0(17) . . ? C34 C35 Ru1 74.6(10) . . ? C36 C35 Ru1 70.4(12) . . ? C34 C35 H35 119 . . ? C36 C35 H35 119 . . ? Ru1 C35 H35 128.4 . . ? C31 C36 C35 123.2(16) . . ? C31 C36 Ru1 73.3(9) . . ? C35 C36 Ru1 71.9(11) . . ? C31 C36 H36 118.4 . . ? C35 C36 H36 118.4 . . ? Ru1 C36 H36 128.9 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C40 C38 C39 122.1(15) . . ? C40 C38 C31 116.9(15) . . ? C39 C38 C31 115.4(13) . . ? C40 C38 H38 97.9 . . ? C39 C38 H38 97.9 . . ? C31 C38 H38 97.9 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C38 C40 H40A 109.5 . . ? C38 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C38 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N31 C42 C43 123.2(12) . . ? N31 C42 H42 118.4 . . ? C43 C42 H42 118.4 . . ? C44 C43 C42 118.3(13) . . ? C44 C43 H43 120.8 . . ? C42 C43 H43 120.8 . . ? C45 C44 C43 118.5(13) . . ? C45 C44 H44 120.8 . . ? C43 C44 H44 120.8 . . ? C44 C45 C46 120.0(13) . . ? C44 C45 H45 120 . . ? C46 C45 H45 120 . . ? N31 C46 C45 122.0(12) . . ? N31 C46 H46 119 . . ? C45 C46 H46 119 . . ? C1 N1 O1 119.3(9) . . ? C1 N1 C21 124.6(9) . . ? O1 N1 C21 116.1(8) . . ? C42 N31 C46 117.9(11) . . ? C42 N31 Ru1 122.8(8) . . ? C46 N31 Ru1 119.1(9) . . ? C1 O2 Ru1 110.6(6) . . ? N1 O1 Ru1 110.8(6) . . ? O11 S1 O13 120.7(11) . . ? O11 S1 O12 115.6(14) . . ? O13 S1 O12 107.4(8) . . ? O11 S1 C10 103.2(10) . . ? O13 S1 C10 106.6(9) . . ? O12 S1 C10 101.0(10) . . ? O1 Ru1 O2 79.1(3) . . ? O1 Ru1 C32 138.3(5) . . ? O2 Ru1 C32 93.4(4) . . ? O1 Ru1 C36 90.9(5) . . ? O2 Ru1 C36 135.3(5) . . ? C32 Ru1 C36 65.8(6) . . ? O1 Ru1 N31 82.3(3) . . ? O2 Ru1 N31 82.8(3) . . ? C32 Ru1 N31 137.9(5) . . ? C36 Ru1 N31 139.4(6) . . ? O1 Ru1 C35 104.3(6) . . ? O2 Ru1 C35 171.3(5) . . ? C32 Ru1 C35 78.7(5) . . ? C36 Ru1 C35 37.7(5) . . ? N31 Ru1 C35 105.5(6) . . ? O1 Ru1 C31 104.4(4) . . ? O2 Ru1 C31 103.7(4) . . ? C32 Ru1 C31 37.3(5) . . ? C36 Ru1 C31 36.8(5) . . ? N31 Ru1 C31 171.4(4) . . ? C35 Ru1 C31 67.8(7) . . ? O1 Ru1 C33 170.5(5) . . ? O2 Ru1 C33 108.5(5) . . ? C32 Ru1 C33 37.9(6) . . ? C36 Ru1 C33 79.7(6) . . ? N31 Ru1 C33 103.9(5) . . ? C35 Ru1 C33 67.3(7) . . ? C31 Ru1 C33 68.8(6) . . ? O1 Ru1 C34 135.8(6) . . ? O2 Ru1 C34 143.3(6) . . ? C32 Ru1 C34 68.0(6) . . ? C36 Ru1 C34 67.0(7) . . ? N31 Ru1 C34 90.5(5) . . ? C35 Ru1 C34 36.3(7) . . ? C31 Ru1 C34 80.9(4) . . ? C33 Ru1 C34 38.5(6) . . ? #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_16 _database_code_depnum_ccdc_archive 'CCDC 838356' #TrackingRef 'Godoetal.cif' _audit_creation_date 2011-06-02T21:57:29-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C32 H40 F6 N2 O8 Os2 S2' _chemical_formula_sum 'C32 H40 F6 N2 O8 Os2 S2' _chemical_formula_weight 1139.18 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 10.209(5) _cell_length_b 17.512(5) _cell_length_c 21.043(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3762(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.4 _cell_measurement_theta_max 15.5 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 2.011 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2192 _exptl_absorpt_coefficient_mu 6.939 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351 Number of psi-scan sets used was 5 Theta correction was applied. Averaged transmission function was used. Fourier smoothing - Window value 5 ; _exptl_absorpt_correction_T_min 0.0655 _exptl_absorpt_correction_T_max 0.1751 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius MACH3' _diffrn_measurement_method 'profiled omega/2theta scans' _diffrn_reflns_number 3409 _diffrn_reflns_av_unetI/netI 0.0421 _diffrn_reflns_av_R_equivalents 0.0 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.27 _diffrn_reflns_theta_full 25.27 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 25 _diffrn_standards_number 3 _diffrn_standards_interval_count 96 _diffrn_standards_interval_time 57 _diffrn_standards_decay_% 6 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 1 5 -3 0 -6 -2 -1 -9 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _reflns_number_total 3409 _reflns_number_gt 2407 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.222 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _refine_ls_number_reflns 3409 _refine_ls_number_parameters 241 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1494P)^2^+4.7225P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.793 _refine_diff_density_min -2.012 _refine_diff_density_rms 0.339 _refine_ls_extinction_method none 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Os Os -1.2165 7.603 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'MACH3/PC (Enraf Nonius, 1996)' _computing_cell_refinement 'MACH3/PC (Enraf Nonius, 1996)' _computing_data_reduction 'PROFIT (Streltsov & Zavodnik, 1989)' _computing_structure_solution 'SIR97 (Giacovazzo et al, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C11 0.7358(14) -0.0204(8) 0.1158(8) 0.044(4) Uani d . 1 . . C C12 0.6925(13) 0.0536(9) 0.0940(7) 0.042(3) Uani d . 1 . . C H12 0.6868 0.0933 0.1232 0.05 Uiso calc . 1 . . H C13 0.6588(13) 0.0679(9) 0.0308(8) 0.042(4) Uani d . 1 . . C H13 0.6277 0.1158 0.019 0.051 Uiso calc . 1 . . H C14 0.6717(14) 0.0113(9) -0.0140(9) 0.043(4) Uani d . 1 . . C C15 0.7112(14) -0.0672(9) 0.0050(9) 0.048(4) Uani d . 1 . . C H15 0.7147 -0.1069 -0.0244 0.057 Uiso calc . 1 . . H C16 0.7427(14) -0.0787(8) 0.0690(9) 0.049(4) Uani d . 1 . . C H16 0.7696 -0.1272 0.0815 0.059 Uiso calc . 1 . . H C17 0.7716(18) -0.0395(10) 0.1834(9) 0.059(4) Uani d . 1 . . C H17 0.8483 -0.0732 0.1824 0.071 Uiso calc R 1 . . H C18 0.805(3) 0.0289(15) 0.2239(12) 0.107(9) Uani d . 1 . . C H18A 0.8614 0.0626 0.2004 0.161 Uiso calc R 1 . . H H18B 0.8491 0.0123 0.2617 0.161 Uiso calc R 1 . . H H18C 0.7261 0.0554 0.2352 0.161 Uiso calc R 1 . . H C19 0.657(2) -0.084(2) 0.2151(11) 0.137(14) Uani d . 1 . . C H19A 0.5838 -0.0502 0.2214 0.206 Uiso calc R 1 . . H H19B 0.6847 -0.1039 0.2554 0.206 Uiso calc R 1 . . H H19C 0.6305 -0.1255 0.188 0.206 Uiso calc R 1 . . H C20 0.6500(17) 0.0258(12) -0.0830(9) 0.062(5) Uani d . 1 . . C H20A 0.5608 0.041 -0.0899 0.093 Uiso calc R 1 . . H H20B 0.6677 -0.02 -0.1066 0.093 Uiso calc R 1 . . H H20C 0.7076 0.0657 -0.0971 0.093 Uiso calc R 1 . . H C21 0.500(2) 0.2328(9) 0.2002(10) 0.066(5) Uani d . 1 . . C C22 1.0541(15) 0.1105(8) 0.1134(8) 0.046(4) Uani d . 1 . . C H22 1.0741 0.0626 0.1299 0.055 Uiso calc . 1 . . H C23 1.1222(19) 0.1720(11) 0.1374(8) 0.060(5) Uani d . 1 . . C H23 1.1849 0.1659 0.1691 0.072 Uiso calc . 1 . . H C24 1.094(2) 0.2418(12) 0.1131(10) 0.068(5) Uani d . 1 . . C H24 1.1404 0.2846 0.1263 0.081 Uiso calc . 1 . . H C25 0.9956(19) 0.2489(11) 0.0687(10) 0.070(5) Uani d . 1 . . C H25 0.9706 0.2969 0.0543 0.083 Uiso calc . 1 . . H C26 0.9360(16) 0.1862(8) 0.0463(7) 0.042(3) Uani d . 1 . . C H26 0.874 0.1917 0.0142 0.05 Uiso calc . 1 . . H N21 0.9627(10) 0.1137(7) 0.0687(6) 0.037(3) Uani d . 1 . . N O1 0.9613(9) 0.0341(5) -0.0480(4) 0.033(2) Uani d D 1 . . O O21 0.6324(11) 0.2490(9) 0.0975(7) 0.076(4) Uani d . 1 . . O O22 0.4229(15) 0.1918(8) 0.0901(6) 0.078(4) Uani d . 1 . . O O23 0.4450(14) 0.3277(7) 0.1128(7) 0.075(4) Uani d . 1 . . O F21 0.5473(17) 0.1641(7) 0.2123(6) 0.119(5) Uani d . 1 . . F F22 0.5685(15) 0.2837(9) 0.2309(6) 0.107(5) Uani d . 1 . . F F23 0.3821(12) 0.2351(8) 0.2244(6) 0.088(4) Uani d . 1 . . F S1 0.4996(4) 0.2524(2) 0.1149(2) 0.0495(9) Uani d . 1 . . S Os1 0.85655(5) 0.01831(3) 0.03636(3) 0.0323(3) Uani d . 1 . . Os H1 0.942(14) 0.074(5) -0.069(6) 0.039 Uiso d D 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C11 0.026(7) 0.044(9) 0.062(9) 0.002(6) 0.016(7) 0.000(7) C12 0.023(7) 0.049(9) 0.053(9) 0.009(7) -0.007(6) 0.005(7) C13 0.020(7) 0.034(8) 0.072(10) 0.005(6) -0.002(6) -0.004(7) C14 0.014(6) 0.048(9) 0.067(10) -0.018(6) 0.006(7) 0.006(8) C15 0.025(7) 0.042(8) 0.076(11) -0.014(6) -0.002(7) -0.005(8) C16 0.027(8) 0.036(8) 0.083(11) 0.008(6) 0.027(8) -0.006(8) C17 0.045(10) 0.064(11) 0.069(11) 0.000(8) -0.005(9) 0.000(9) C18 0.14(3) 0.11(2) 0.072(15) -0.009(19) 0.011(16) -0.014(14) C19 0.12(2) 0.22(4) 0.068(15) -0.06(2) 0.010(13) 0.09(2) C20 0.048(11) 0.091(16) 0.048(9) -0.009(9) -0.010(8) 0.022(9) C21 0.064(13) 0.032(8) 0.101(14) -0.008(8) 0.006(11) -0.001(9) C22 0.038(8) 0.037(8) 0.062(9) -0.008(6) 0.013(7) 0.000(7) C23 0.075(13) 0.057(11) 0.048(9) -0.021(9) 0.003(8) 0.002(8) C24 0.066(12) 0.067(12) 0.069(11) -0.034(10) 0.009(10) -0.008(10) C25 0.067(13) 0.050(10) 0.091(13) -0.027(10) 0.011(12) -0.007(10) C26 0.040(9) 0.031(7) 0.054(9) -0.013(6) 0.006(7) -0.003(6) N21 0.013(5) 0.053(8) 0.045(6) -0.007(5) 0.001(5) -0.005(6) O1 0.022(5) 0.032(5) 0.046(5) 0.005(4) 0.008(4) -0.001(4) O21 0.048(8) 0.074(9) 0.106(11) -0.009(6) 0.023(7) -0.005(9) O22 0.090(10) 0.071(9) 0.074(9) -0.033(8) -0.013(8) -0.008(7) O23 0.080(10) 0.055(7) 0.091(9) 0.027(7) 0.011(8) 0.032(7) F21 0.184(16) 0.078(8) 0.094(9) 0.058(10) 0.015(9) 0.030(7) F22 0.104(10) 0.127(12) 0.091(9) -0.015(10) -0.024(8) -0.016(8) F23 0.073(8) 0.115(11) 0.077(8) -0.008(7) 0.031(6) -0.004(7) S1 0.046(2) 0.0366(19) 0.065(2) -0.0030(18) 0.003(2) 0.0049(19) Os1 0.0193(4) 0.0266(4) 0.0509(4) -0.00011(19) 0.0029(2) -0.0006(2) #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C11 C16 . 1.42(2) ? C11 C12 . 1.44(2) ? C11 C17 . 1.51(2) ? C11 Os1 . 2.185(15) ? C12 C13 . 1.40(2) ? C12 Os1 . 2.158(14) ? C12 H12 . 0.93 ? C13 C14 . 1.37(2) ? C13 Os1 . 2.201(13) ? C13 H13 . 0.93 ? C14 C15 . 1.49(2) ? C14 C20 . 1.49(2) ? C14 Os1 . 2.168(16) ? C15 C16 . 1.40(2) ? C15 Os1 . 2.210(14) ? C15 H15 . 0.93 ? C16 Os1 . 2.171(15) ? C16 H16 . 0.93 ? C17 C18 . 1.51(3) ? C17 C19 . 1.56(3) ? C17 H17 . 0.98 ? C18 H18A . 0.96 ? C18 H18B . 0.96 ? C18 H18C . 0.96 ? C19 H19A . 0.96 ? C19 H19B . 0.96 ? C19 H19C . 0.96 ? C20 H20A . 0.96 ? C20 H20B . 0.96 ? C20 H20C . 0.96 ? C21 F22 . 1.30(2) ? C21 F23 . 1.31(2) ? C21 F21 . 1.320(19) ? C21 S1 . 1.83(2) ? C22 N21 . 1.327(19) ? C22 C23 . 1.38(2) ? C22 H22 . 0.93 ? C23 C24 . 1.36(3) ? C23 H23 . 0.93 ? C24 C25 . 1.38(3) ? C24 H24 . 0.93 ? C25 C26 . 1.34(2) ? C25 H25 . 0.93 ? C26 N21 . 1.380(19) ? C26 H26 . 0.93 ? N21 Os1 . 2.104(11) ? O1 Os1 5_755 2.088(9) ? O1 Os1 . 2.091(9) ? O1 H1 . 0.85(2) ? O21 S1 . 1.406(12) ? O22 S1 . 1.418(12) ? O23 S1 . 1.432(12) ? Os1 O1 5_755 2.088(9) ? 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 C16 C11 C12 116.1(15) . . ? C16 C11 C17 118.9(14) . . ? C12 C11 C17 125.0(14) . . ? C16 C11 Os1 70.4(9) . . ? C12 C11 Os1 69.6(8) . . ? C17 C11 Os1 130.9(12) . . ? C13 C12 C11 122.6(14) . . ? C13 C12 Os1 73.0(8) . . ? C11 C12 Os1 71.6(8) . . ? C13 C12 H12 118.7 . . ? C11 C12 H12 118.7 . . ? Os1 C12 H12 129.3 . . ? C14 C13 C12 120.0(15) . . ? C14 C13 Os1 70.4(8) . . ? C12 C13 Os1 69.7(8) . . ? C14 C13 H13 120 . . ? C12 C13 H13 120 . . ? Os1 C13 H13 133.1 . . ? C13 C14 C15 120.6(16) . . ? C13 C14 C20 122.1(16) . . ? C15 C14 C20 117.3(16) . . ? C13 C14 Os1 73.0(9) . . ? C15 C14 Os1 71.7(8) . . ? C20 C14 Os1 126.5(10) . . ? C16 C15 C14 117.0(14) . . ? C16 C15 Os1 69.8(8) . . ? C14 C15 Os1 68.6(8) . . ? C16 C15 H15 121.5 . . ? C14 C15 H15 121.5 . . ? Os1 C15 H15 132.7 . . ? C15 C16 C11 123.5(14) . . ? C15 C16 Os1 72.9(9) . . ? C11 C16 Os1 71.5(8) . . ? C15 C16 H16 118.2 . . ? C11 C16 H16 118.2 . . ? Os1 C16 H16 130.2 . . ? C11 C17 C18 114.3(17) . . ? C11 C17 C19 109.4(15) . . ? C18 C17 C19 109.0(19) . . ? C11 C17 H17 108 . . ? C18 C17 H17 108 . . ? C19 C17 H17 108 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C14 C20 H20A 109.5 . . ? C14 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C14 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? F22 C21 F23 106.2(17) . . ? F22 C21 F21 109.5(18) . . ? F23 C21 F21 106.8(16) . . ? F22 C21 S1 111.1(13) . . ? F23 C21 S1 111.8(15) . . ? F21 C21 S1 111.2(14) . . ? N21 C22 C23 125.6(15) . . ? N21 C22 H22 117.2 . . ? C23 C22 H22 117.2 . . ? C24 C23 C22 117.2(17) . . ? C24 C23 H23 121.4 . . ? C22 C23 H23 121.4 . . ? C23 C24 C25 119.5(17) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C26 C25 C24 119.8(19) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? C25 C26 N21 122.8(16) . . ? C25 C26 H26 118.6 . . ? N21 C26 H26 118.6 . . ? C22 N21 C26 114.9(12) . . ? C22 N21 Os1 123.9(10) . . ? C26 N21 Os1 121.2(9) . . ? Os1 O1 Os1 107.3(4) 5_755 . ? Os1 O1 H1 129(10) 5_755 . ? Os1 O1 H1 116(10) . . ? O21 S1 O22 113.9(10) . . ? O21 S1 O23 114.0(9) . . ? O22 S1 O23 117.6(9) . . ? O21 S1 C21 104.1(10) . . ? O22 S1 C21 102.8(8) . . ? O23 S1 C21 101.8(8) . . ? O1 Os1 O1 72.7(4) 5_755 . ? O1 Os1 N21 81.5(4) 5_755 . ? O1 Os1 N21 84.6(4) . . ? O1 Os1 C12 138.7(4) 5_755 . ? O1 Os1 C12 146.7(5) . . ? N21 Os1 C12 89.5(5) . . ? O1 Os1 C14 143.9(5) 5_755 . ? O1 Os1 C14 92.2(5) . . ? N21 Os1 C14 130.6(5) . . ? C12 Os1 C14 67.3(6) . . ? O1 Os1 C16 95.5(5) 5_755 . ? O1 Os1 C16 130.2(5) . . ? N21 Os1 C16 142.7(6) . . ? C12 Os1 C16 68.3(6) . . ? C14 Os1 C16 69.1(6) . . ? O1 Os1 C11 106.0(5) 5_755 . ? O1 Os1 C11 168.3(5) . . ? N21 Os1 C11 106.9(5) . . ? C12 Os1 C11 38.8(5) . . ? C14 Os1 C11 82.2(6) . . ? C16 Os1 C11 38.1(5) . . ? O1 Os1 C13 175.3(5) 5_755 . ? O1 Os1 C13 111.8(5) . . ? N21 Os1 C13 100.1(5) . . ? C12 Os1 C13 37.3(5) . . ? C14 Os1 C13 36.7(6) . . ? C16 Os1 C13 80.5(6) . . ? C11 Os1 C13 69.2(6) . . ? O1 Os1 C15 109.6(5) 5_755 . ? O1 Os1 C15 100.3(5) . . ? N21 Os1 C15 168.7(5) . . ? C12 Os1 C15 80.8(6) . . ? C14 Os1 C15 39.7(6) . . ? C16 Os1 C15 37.2(7) . . ? C11 Os1 C15 68.8(6) . . ? C13 Os1 C15 68.6(6) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O23 0.85(2) 1.96(5) 2.783(15) 165(14) 3 #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_17 _database_code_depnum_ccdc_archive 'CCDC 838357' #TrackingRef 'Godoetal.cif' _audit_creation_date 2011-06-03T12:30:54-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C20 H32 F3 N3 O11 Os2 S1' _chemical_formula_sum 'C20 H32 F3 N3 O11 Os2 S' _chemical_formula_weight 959.95 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.2845(3) _cell_length_b 9.4565(2) _cell_length_c 21.8716(4) _cell_angle_alpha 90 _cell_angle_beta 105.511(2) _cell_angle_gamma 90 _cell_volume 2846.84(10) _cell_formula_units_Z 4 _cell_measurement_reflns_used 14876 _cell_measurement_theta_min 3.0659 _cell_measurement_theta_max 29.2113 _cell_measurement_temperature 150(2) _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 2.24 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 9.07 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.64409 _exptl_absorpt_correction_T_max 1 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.1695 _diffrn_reflns_number 22172 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_unetI/netI 0.0295 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.33 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _reflns_number_total 5202 _reflns_number_gt 4387 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0243 _refine_ls_R_factor_gt 0.0184 _refine_ls_wR_factor_ref 0.0417 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _refine_ls_number_reflns 5202 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0233P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.026 _refine_diff_density_min -0.986 _refine_diff_density_rms 0.107 _refine_ls_extinction_method none 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Os Os -1.2165 7.603 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.3925(3) -0.1107(4) 0.75502(17) 0.0168(8) Uani d . 1 . . C C2 0.4750(3) 0.0545(5) 0.84227(17) 0.0255(10) Uani d . 1 . . C H2A 0.497 0.1504 0.8422 0.038 Uiso calc R 1 . . H H2B 0.527 -0.0033 0.8664 0.038 Uiso calc R 1 . . H H2C 0.4214 0.0509 0.861 0.038 Uiso calc R 1 . . H C3 0.3496(3) -0.2022(4) 0.79535(18) 0.0240(9) Uani d . 1 . . C H3A 0.3705 -0.1702 0.8385 0.036 Uiso calc R 1 . . H H3B 0.3704 -0.298 0.7929 0.036 Uiso calc R 1 . . H H3C 0.28 -0.1976 0.7808 0.036 Uiso calc R 1 . . H C11 0.3784(3) 0.0458(5) 0.51343(18) 0.0243(10) Uani d . 1 . . C C12 0.4651(3) 0.2673(5) 0.4994(2) 0.0394(12) Uani d . 1 . . C H12A 0.534 0.2793 0.516 0.059 Uiso calc R 1 . . H H12B 0.4327 0.3543 0.5035 0.059 Uiso calc R 1 . . H H12C 0.4508 0.2414 0.4554 0.059 Uiso calc R 1 . . H C13 0.3370(3) 0.0181(6) 0.4442(2) 0.0386(13) Uani d . 1 . . C H13A 0.3882 0.0198 0.4234 0.058 Uiso calc R 1 . . H H13B 0.29 0.0897 0.4264 0.058 Uiso calc R 1 . . H H13C 0.3062 -0.073 0.4385 0.058 Uiso calc R 1 . . H C20 0.1667(4) 0.4006(6) 0.4638(3) 0.0477(14) Uani d . 1 . . C C21 0.1353(3) -0.0399(4) 0.55807(16) 0.0114(8) Uani d . 1 . . C C22 0.1682(3) -0.2786(4) 0.6007(2) 0.0331(11) Uani d . 1 . . C H22A 0.2004 -0.3165 0.6416 0.05 Uiso calc R 1 . . H H22B 0.206 -0.2985 0.5714 0.05 Uiso calc R 1 . . H H22C 0.1052 -0.3212 0.5857 0.05 Uiso calc R 1 . . H C23 0.1161(3) -0.0814(5) 0.49151(18) 0.0306(11) Uani d . 1 . . C H23A 0.1261 -0.0016 0.4668 0.046 Uiso calc R 1 . . H H23B 0.0502 -0.1134 0.4764 0.046 Uiso calc R 1 . . H H23C 0.1595 -0.1563 0.4876 0.046 Uiso calc R 1 . . H C31 0.0744(3) 0.1841(4) 0.71996(17) 0.0189(9) Uani d . 1 . . C C32 0.0587(3) 0.2800(4) 0.66835(18) 0.0198(9) Uani d . 1 . . C H32 -0.0032 0.289 0.641 0.024 Uiso calc . 1 . . H C33 0.1362(3) 0.3626(4) 0.65773(19) 0.0217(9) Uani d . 1 . . C H33 0.1242 0.4241 0.6233 0.026 Uiso calc . 1 . . H C34 0.2311(3) 0.3527(4) 0.6988(2) 0.0259(10) Uani d . 1 . . C C35 0.2460(3) 0.2586(5) 0.7518(2) 0.0294(11) Uani d . 1 . . C H35 0.3072 0.2524 0.7804 0.035 Uiso calc . 1 . . H C36 0.1703(3) 0.1763(5) 0.76120(18) 0.0257(10) Uani d . 1 . . C H36 0.1826 0.1143 0.7954 0.031 Uiso calc . 1 . . H C37 -0.0051(3) 0.0908(5) 0.73099(19) 0.0252(10) Uani d . 1 . . C H37 0.0258 0.0129 0.7586 0.03 Uiso calc R 1 . . H C38 -0.0650(4) 0.1761(5) 0.7665(2) 0.0396(13) Uani d . 1 . . C H38A -0.1115 0.1152 0.7778 0.059 Uiso calc R 1 . . H H38B -0.0984 0.251 0.7398 0.059 Uiso calc R 1 . . H H38C -0.0227 0.2157 0.8043 0.059 Uiso calc R 1 . . H C39 -0.0709(3) 0.0265(5) 0.6708(2) 0.0312(11) Uani d . 1 . . C H39A -0.1149 -0.0391 0.6819 0.047 Uiso calc R 1 . . H H39B -0.0319 -0.0221 0.6479 0.047 Uiso calc R 1 . . H H39C -0.1071 0.1002 0.6447 0.047 Uiso calc R 1 . . H C40 0.3157(3) 0.4253(5) 0.6839(3) 0.0410(13) Uani d . 1 . . C H40A 0.372 0.3657 0.6961 0.061 Uiso calc R 1 . . H H40B 0.3285 0.5129 0.7068 0.061 Uiso calc R 1 . . H H40C 0.3008 0.444 0.6392 0.061 Uiso calc R 1 . . H N1 0.4436(2) 0.0018(4) 0.77687(15) 0.0203(8) Uani d . 1 . . N N11 0.4314(2) 0.1555(4) 0.53481(15) 0.0255(8) Uani d . 1 . . N N21 0.1573(2) -0.1250(4) 0.60576(17) 0.0293(9) Uani d . 1 . . N O1 0.47525(18) 0.0868(3) 0.73365(11) 0.0185(6) Uani d . 1 . . O O2 0.37523(18) -0.1419(3) 0.69507(12) 0.0187(6) Uani d . 1 . . O O3 0.30686(17) 0.0974(3) 0.64503(11) 0.0149(6) Uani d . 1 . . O O4 0.51872(19) -0.0869(3) 0.64640(13) 0.0274(7) Uani d . 1 . . O O11 0.46266(19) 0.1758(3) 0.60060(12) 0.0229(6) Uani d . 1 . . O O12 0.35853(19) -0.0416(3) 0.55345(12) 0.0229(6) Uani d . 1 . . O O21 0.16678(18) -0.0745(3) 0.66494(11) 0.0183(6) Uani d . 1 . . O O22 0.12533(18) 0.0981(3) 0.56923(11) 0.0197(6) Uani d . 1 . . O O25 0.2853(4) 0.6068(6) 0.4870(2) 0.111(2) Uani d . 1 . . O O26 0.2927(2) 0.4507(4) 0.40309(14) 0.0403(8) Uani d . 1 . . O O27 0.1594(4) 0.6073(6) 0.3890(3) 0.132(3) Uani d . 1 . . O F21 0.1035(2) 0.4580(4) 0.49094(16) 0.0753(11) Uani d . 1 . . F F22 0.2285(3) 0.3281(5) 0.5089(2) 0.1156(17) Uani d . 1 . . F F23 0.1206(3) 0.3162(5) 0.4216(2) 0.129(2) Uani d . 1 . . F S1 0.23404(9) 0.53381(13) 0.43279(6) 0.0336(3) Uani d . 1 . . S Os1 0.420211(11) 0.017793(17) 0.645974(7) 0.01559(5) Uani d . 1 . . Os Os2 0.178416(10) 0.142848(16) 0.664306(7) 0.01369(5) Uani d . 1 . . Os loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.014(2) 0.021(2) 0.0171(19) 0.0065(17) 0.0066(16) 0.0031(17) C2 0.025(2) 0.034(3) 0.019(2) 0.002(2) 0.0093(18) -0.0021(19) C3 0.023(2) 0.024(2) 0.027(2) 0.0019(19) 0.0106(18) 0.0049(19) C11 0.013(2) 0.044(3) 0.017(2) 0.003(2) 0.0048(17) -0.001(2) C12 0.038(3) 0.049(3) 0.035(3) 0.001(3) 0.016(2) 0.015(2) C13 0.025(3) 0.071(4) 0.022(2) 0.003(2) 0.0105(19) 0.000(2) C20 0.045(3) 0.061(4) 0.043(3) -0.010(3) 0.023(3) -0.011(3) C21 0.0117(19) 0.0121(19) 0.0119(17) -0.0029(16) 0.0059(15) -0.0023(16) C22 0.051(3) 0.017(2) 0.041(3) 0.001(2) 0.028(2) -0.007(2) C23 0.022(2) 0.046(3) 0.024(2) -0.002(2) 0.0072(19) -0.012(2) C31 0.024(2) 0.018(2) 0.0185(19) 0.0052(18) 0.0128(17) -0.0036(17) C32 0.016(2) 0.017(2) 0.027(2) 0.0088(17) 0.0073(17) -0.0055(18) C33 0.021(2) 0.013(2) 0.032(2) 0.0073(18) 0.0089(18) -0.0006(18) C34 0.018(2) 0.019(2) 0.043(3) -0.0037(18) 0.013(2) -0.019(2) C35 0.021(2) 0.034(3) 0.030(2) 0.007(2) 0.0004(19) -0.020(2) C36 0.029(2) 0.031(3) 0.016(2) 0.012(2) 0.0059(18) -0.0027(19) C37 0.030(2) 0.024(2) 0.027(2) 0.003(2) 0.0158(19) 0.0037(19) C38 0.048(3) 0.032(3) 0.055(3) -0.004(2) 0.043(3) -0.007(2) C39 0.026(2) 0.035(3) 0.036(2) -0.009(2) 0.014(2) -0.001(2) C40 0.023(3) 0.025(3) 0.076(4) -0.005(2) 0.016(2) -0.017(3) N1 0.0173(18) 0.029(2) 0.0175(16) 0.0025(16) 0.0098(14) 0.0050(15) N11 0.0187(18) 0.042(2) 0.0174(17) 0.0046(17) 0.0073(14) 0.0121(17) N21 0.024(2) 0.030(2) 0.038(2) -0.0075(17) 0.0155(17) -0.0144(18) O1 0.0169(14) 0.0217(15) 0.0166(13) -0.0036(12) 0.0042(11) 0.0016(12) O2 0.0170(14) 0.0180(15) 0.0212(14) 0.0032(12) 0.0054(11) 0.0038(12) O3 0.0142(14) 0.0157(14) 0.0157(13) 0.0025(12) 0.0055(11) 0.0012(11) O4 0.0214(16) 0.0358(18) 0.0293(16) 0.0095(14) 0.0144(13) 0.0050(14) O11 0.0203(15) 0.0296(17) 0.0203(14) -0.0013(13) 0.0080(12) 0.0037(13) O12 0.0223(16) 0.0306(17) 0.0175(14) -0.0028(13) 0.0084(12) -0.0047(13) O21 0.0231(15) 0.0148(14) 0.0209(14) -0.0007(12) 0.0124(12) -0.0023(12) O22 0.0178(15) 0.0228(16) 0.0163(13) 0.0003(12) 0.0009(11) -0.0025(12) O25 0.106(4) 0.130(4) 0.128(4) -0.083(3) 0.087(3) -0.103(4) O26 0.0339(19) 0.057(2) 0.0345(17) 0.0107(17) 0.0176(15) -0.0018(17) O27 0.072(3) 0.146(5) 0.199(6) 0.079(3) 0.073(4) 0.126(5) F21 0.059(2) 0.109(3) 0.079(2) -0.022(2) 0.055(2) -0.032(2) F22 0.110(4) 0.124(4) 0.131(4) 0.023(3) 0.063(3) 0.087(3) F23 0.132(4) 0.145(4) 0.142(4) -0.107(3) 0.090(3) -0.108(3) S1 0.0305(6) 0.0298(6) 0.0466(7) 0.0077(5) 0.0211(6) 0.0062(6) Os1 0.01205(8) 0.02037(9) 0.01594(8) 0.00263(7) 0.00648(6) 0.00093(7) Os2 0.01186(8) 0.01386(8) 0.01593(8) 0.00206(6) 0.00471(6) -0.00152(6) #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O2 . 1.302(4) ? C1 N1 . 1.307(5) ? C1 C3 . 1.480(5) ? C2 N1 . 1.467(5) ? C2 H2A . 0.96 ? C2 H2B . 0.96 ? C2 H2C . 0.96 ? C3 H3A . 0.96 ? C3 H3B . 0.96 ? C3 H3C . 0.96 ? C11 O12 . 1.289(5) ? C11 N11 . 1.296(5) ? C11 C13 . 1.493(5) ? C12 N11 . 1.466(5) ? C12 H12A . 0.96 ? C12 H12B . 0.96 ? C12 H12C . 0.96 ? C13 H13A . 0.96 ? C13 H13B . 0.96 ? C13 H13C . 0.96 ? C20 F23 . 1.264(6) ? C20 F21 . 1.323(6) ? C20 F22 . 1.326(6) ? C20 S1 . 1.822(5) ? C21 N21 . 1.288(5) ? C21 O22 . 1.342(4) ? C21 C23 . 1.461(5) ? C22 N21 . 1.468(5) ? C22 H22A . 0.96 ? C22 H22B . 0.96 ? C22 H22C . 0.96 ? C23 H23A . 0.96 ? C23 H23B . 0.96 ? C23 H23C . 0.96 ? C31 C32 . 1.418(5) ? C31 C36 . 1.427(6) ? C31 C37 . 1.508(5) ? C31 Os2 . 2.193(3) ? C32 C33 . 1.424(5) ? C32 Os2 . 2.167(4) ? C32 H32 . 0.93 ? C33 C34 . 1.415(6) ? C33 Os2 . 2.158(4) ? C33 H33 . 0.93 ? C34 C35 . 1.432(6) ? C34 C40 . 1.500(6) ? C34 Os2 . 2.184(4) ? C35 C36 . 1.392(6) ? C35 Os2 . 2.192(4) ? C35 H35 . 0.93 ? C36 Os2 . 2.176(4) ? C36 H36 . 0.93 ? C37 C39 . 1.524(6) ? C37 C38 . 1.531(5) ? C37 H37 . 0.98 ? C38 H38A . 0.96 ? C38 H38B . 0.96 ? C38 H38C . 0.96 ? C39 H39A . 0.96 ? C39 H39B . 0.96 ? C39 H39C . 0.96 ? C40 H40A . 0.96 ? C40 H40B . 0.96 ? C40 H40C . 0.96 ? N1 O1 . 1.404(4) ? N11 O11 . 1.401(4) ? N21 O21 . 1.352(4) ? O1 Os1 . 1.979(2) ? O2 Os1 . 2.054(2) ? O3 Os1 . 1.781(2) ? O3 Os2 . 2.035(2) ? O4 Os1 . 1.718(3) ? O11 Os1 . 1.977(3) ? O12 Os1 . 2.058(3) ? O21 Os2 . 2.063(3) ? O22 Os2 . 2.058(2) ? O25 S1 . 1.398(4) ? O26 S1 . 1.426(3) ? O27 S1 . 1.411(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 O2 C1 N1 119.3(3) . . ? O2 C1 C3 118.1(4) . . ? N1 C1 C3 122.5(3) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O12 C11 N11 118.8(3) . . ? O12 C11 C13 118.4(4) . . ? N11 C11 C13 122.7(4) . . ? N11 C12 H12A 109.5 . . ? N11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? F23 C20 F21 107.6(5) . . ? F23 C20 F22 109.3(6) . . ? F21 C20 F22 106.0(5) . . ? F23 C20 S1 112.9(4) . . ? F21 C20 S1 112.0(4) . . ? F22 C20 S1 108.8(4) . . ? N21 C21 O22 118.4(3) . . ? N21 C21 C23 125.4(4) . . ? O22 C21 C23 116.2(3) . . ? N21 C22 H22A 109.5 . . ? N21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C32 C31 C36 117.2(4) . . ? C32 C31 C37 122.4(4) . . ? C36 C31 C37 120.4(4) . . ? C32 C31 Os2 70.0(2) . . ? C36 C31 Os2 70.3(2) . . ? C37 C31 Os2 129.5(3) . . ? C31 C32 C33 121.1(4) . . ? C31 C32 Os2 72.0(2) . . ? C33 C32 Os2 70.4(2) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? Os2 C32 H32 130.8 . . ? C34 C33 C32 121.0(4) . . ? C34 C33 Os2 72.0(2) . . ? C32 C33 Os2 71.1(2) . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? Os2 C33 H33 130 . . ? C33 C34 C35 117.7(4) . . ? C33 C34 C40 121.5(4) . . ? C35 C34 C40 120.5(4) . . ? C33 C34 Os2 70.0(2) . . ? C35 C34 Os2 71.2(2) . . ? C40 C34 Os2 124.4(3) . . ? C36 C35 C34 120.9(4) . . ? C36 C35 Os2 70.8(2) . . ? C34 C35 Os2 70.6(2) . . ? C36 C35 H35 119.5 . . ? C34 C35 H35 119.5 . . ? Os2 C35 H35 132.1 . . ? C35 C36 C31 122.1(4) . . ? C35 C36 Os2 72.0(2) . . ? C31 C36 Os2 71.6(2) . . ? C35 C36 H36 119 . . ? C31 C36 H36 119 . . ? Os2 C36 H36 130.1 . . ? C31 C37 C39 114.3(3) . . ? C31 C37 C38 108.7(3) . . ? C39 C37 C38 110.5(4) . . ? C31 C37 H37 107.7 . . ? C39 C37 H37 107.7 . . ? C38 C37 H37 107.7 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C34 C40 H40A 109.5 . . ? C34 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C34 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C1 N1 O1 118.0(3) . . ? C1 N1 C2 128.9(3) . . ? O1 N1 C2 113.1(3) . . ? C11 N11 O11 118.4(3) . . ? C11 N11 C12 129.0(4) . . ? O11 N11 C12 112.6(3) . . ? C21 N21 O21 119.6(3) . . ? C21 N21 C22 124.4(3) . . ? O21 N21 C22 115.9(3) . . ? N1 O1 Os1 110.3(2) . . ? C1 O2 Os1 111.0(2) . . ? Os1 O3 Os2 162.58(14) . . ? N11 O11 Os1 110.8(2) . . ? C11 O12 Os1 112.2(3) . . ? N21 O21 Os2 109.5(2) . . ? C21 O22 Os2 110.8(2) . . ? O25 S1 O27 117.5(4) . . ? O25 S1 O26 114.8(3) . . ? O27 S1 O26 113.1(3) . . ? O25 S1 C20 103.6(3) . . ? O27 S1 C20 102.4(3) . . ? O26 S1 C20 102.8(2) . . ? O4 Os1 O3 169.84(13) . . ? O4 Os1 O11 94.44(12) . . ? O3 Os1 O11 94.28(11) . . ? O4 Os1 O1 94.14(12) . . ? O3 Os1 O1 89.78(10) . . ? O11 Os1 O1 98.13(11) . . ? O4 Os1 O2 86.78(12) . . ? O3 Os1 O2 84.63(10) . . ? O11 Os1 O2 178.23(10) . . ? O1 Os1 O2 80.48(10) . . ? O4 Os1 O12 89.00(12) . . ? O3 Os1 O12 87.44(10) . . ? O11 Os1 O12 79.68(11) . . ? O1 Os1 O12 176.31(11) . . ? O2 Os1 O12 101.65(11) . . ? O3 Os2 O22 81.74(10) . . ? O3 Os2 O21 82.51(10) . . ? O22 Os2 O21 78.07(10) . . ? O3 Os2 C33 116.16(13) . . ? O22 Os2 C33 96.29(13) . . ? O21 Os2 C33 159.81(13) . . ? O3 Os2 C32 154.14(13) . . ? O22 Os2 C32 94.74(12) . . ? O21 Os2 C32 122.02(13) . . ? C33 Os2 C32 38.45(15) . . ? O3 Os2 C36 121.21(13) . . ? O22 Os2 C36 155.88(14) . . ? O21 Os2 C36 96.49(14) . . ? C33 Os2 C36 80.68(15) . . ? C32 Os2 C36 67.98(15) . . ? O3 Os2 C34 90.94(12) . . ? O22 Os2 C34 122.37(14) . . ? O21 Os2 C34 157.55(14) . . ? C33 Os2 C34 38.05(16) . . ? C32 Os2 C34 69.23(15) . . ? C36 Os2 C34 68.60(16) . . ? O3 Os2 C35 94.31(13) . . ? O22 Os2 C35 160.42(15) . . ? O21 Os2 C35 120.61(14) . . ? C33 Os2 C35 68.13(16) . . ? C32 Os2 C35 80.44(15) . . ? C36 Os2 C35 37.15(16) . . ? C34 Os2 C35 38.21(17) . . ? O3 Os2 C31 159.18(12) . . ? O22 Os2 C31 118.43(13) . . ? O21 Os2 C31 96.08(12) . . ? C33 Os2 C31 69.31(15) . . ? C32 Os2 C31 37.95(14) . . ? C36 Os2 C31 38.11(15) . . ? C34 Os2 C31 82.48(15) . . ? C35 Os2 C31 68.43(15) . . ? # END of CIF