Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2006 data_general _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author ; Prof. George Richter-Addo Department of Chemistry University of Oklahoma 620 Parrington Oval Norman, OK 73019-3051 USA ; _publ_contact_author_email grichteraddo@ou.edu _publ_contact_author_fax 1(405)3256111 _publ_contact_author_phone 1(405)3256401 loop_ _publ_author_name _publ_author_address S.M.Carter ; Department of Chemistry University of Oklahoma 620 Parrington Oval Norman, OK 73019-3051 USA ; J.Lee ; Department of Chemistry University of Oklahoma 620 Parrington Oval Norman, OK 73019-3051 USA ; C.A.Hixson ; Department of Chemistry University of Oklahoma 620 Parrington Oval Norman, OK 73019-3051 USA ; D.R.Powell ; Department of Chemistry University of Oklahoma 620 Parrington Oval Norman, OK 73019-3051 USA ; R.A.Wheeler ; Department of Chemistry University of Oklahoma 620 Parrington Oval Norman, OK 73019-3051 USA ; M.J.Shaw ; Department of Chemistry University of Oklahoma 620 Parrington Oval Norman, OK 73019-3051 USA ; ; G.Richter-Addo ; ; Department of Chemistry University of Oklahoma 620 Parrington Oval Norman, OK 73019-3051 USA ; _publ_section_title ; Fiber-optic Infrared Reflectance Spectroelectrochemical Studies of Osmium and Ruthenium nitrosyl Porphyrins Containing Alkoxide and Thiolate Ligands. ; _publ_section_references ; Bruker (1998) SMART and SAINT, Bruker AXS, Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (2002) SADABS, University of G\"ottingen, Germany Sheldrick, G. M. (2000) SHELXTL, Bruker AXS, Inc., Madison, Wisconsin, USA. ; _publ_section_acknowledgements ; The authors wish to thank the National Science Foundation (CHE-0079282) and the University of Kansas for funds to acquire the diffractometer and computers used in this work. ; _publ_contact_author_name 'Prof. George Richter-Addo' data_compound_(OEP)Os(NO)(SEt) _database_code_depnum_ccdc_archive 'CCDC 279464' #data_02088 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C38 H49 N5 O1 Os1 S1) 0.5(C1 H2 Cl2)' _chemical_formula_sum 'C38.50 H50 Cl N5 O Os S' _chemical_formula_weight 856.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 7.6030 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' 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 8.2803(10) _cell_length_b 10.4219(13) _cell_length_c 22.157(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.823(3) _cell_angle_gamma 90.00 _cell_volume 1911.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8882 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 30.0 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 866 _exptl_absorpt_coefficient_mu 3.497 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3282 _exptl_absorpt_correction_T_max 0.8446 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_device 'Bruker APEX' _diffrn_measurement_method '\w scan frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 268 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% -0.01 _diffrn_reflns_number 15569 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 30.00 _reflns_number_total 5373 _reflns_number_gt 4902 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL (Sheldrick, 2000)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2000)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2000)' _computing_publication_material 'SHELXTL (Sheldrick, 2000)' _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^ > 2sigma(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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0180P)^2^+6.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5373 _refine_ls_number_parameters 271 _refine_ls_number_restraints 23 _refine_ls_R_factor_all 0.0407 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.0798 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Os1 Os 0.5000 0.5000 0.5000 0.02841(6) Uani 1 2 d S . . S1 S 0.6149(3) 0.6853(2) 0.52717(11) 0.0251(4) Uani 0.50 1 d P . . N1 N 0.3444(3) 0.5175(2) 0.56956(12) 0.0227(5) Uani 1 1 d . . . N2 N 0.3389(3) 0.5970(2) 0.44425(12) 0.0226(5) Uani 1 1 d . . . N3 N 0.3742(13) 0.3461(9) 0.4827(5) 0.0251(4) Uani 0.50 1 d P . . O1 O 0.2867(6) 0.2637(5) 0.4740(2) 0.0338(11) Uani 0.50 1 d P A . C1 C 0.3687(4) 0.4714(3) 0.62684(14) 0.0214(6) Uani 1 1 d . . . C2 C 0.2292(4) 0.4998(3) 0.66186(13) 0.0218(5) Uani 1 1 d . . . C3 C 0.1224(4) 0.5641(3) 0.62472(14) 0.0225(6) Uani 1 1 d . A . C4 C 0.1950(4) 0.5738(3) 0.56668(14) 0.0229(6) Uani 1 1 d . A . C5 C 0.1250(4) 0.6296(3) 0.51551(14) 0.0245(6) Uani 1 1 d . . . H5 H 0.0195 0.6638 0.5196 0.029 Uiso 1 1 calc R A . C6 C 0.1907(4) 0.6411(3) 0.45935(14) 0.0231(6) Uani 1 1 d . A . C7 C 0.1133(4) 0.7015(3) 0.40729(14) 0.0227(6) Uani 1 1 d . . . C8 C 0.2179(4) 0.6927(3) 0.36127(14) 0.0225(6) Uani 1 1 d . A . C9 C 0.3602(4) 0.6260(3) 0.38477(14) 0.0224(6) Uani 1 1 d . A . C10 C 0.4948(4) 0.5951(3) 0.35275(14) 0.0233(6) Uani 1 1 d . . . H10 H 0.4941 0.6226 0.3119 0.028 Uiso 1 1 calc R A . C11 C 0.2091(4) 0.4646(3) 0.72668(14) 0.0238(6) Uani 1 1 d . A . H11A H 0.2565 0.3786 0.7340 0.029 Uiso 1 1 calc R . . H11B H 0.0923 0.4593 0.7347 0.029 Uiso 1 1 calc R . . C12 C 0.2879(5) 0.5593(4) 0.77044(16) 0.0365(8) Uani 1 1 d . . . H12A H 0.2705 0.5314 0.8120 0.055 Uiso 1 1 d R A . H12B H 0.2400 0.6444 0.7641 0.055 Uiso 1 1 d R . . H12C H 0.4041 0.5634 0.7635 0.055 Uiso 1 1 d R . . C13 C -0.0377(4) 0.6182(3) 0.63949(15) 0.0248(6) Uani 1 1 d . . . H13A H -0.0780 0.5737 0.6755 0.030 Uiso 1 1 calc R A . H13B H -0.1151 0.6015 0.6054 0.030 Uiso 1 1 calc R . . C14 C -0.0319(5) 0.7621(3) 0.65184(19) 0.0356(8) Uani 1 1 d . A . H14A H -0.1403 0.7928 0.6609 0.053 Uiso 1 1 d R . . H14B H 0.0067 0.8069 0.6162 0.053 Uiso 1 1 d R . . H14C H 0.0418 0.7791 0.6864 0.053 Uiso 1 1 d R . . C15 C -0.0490(4) 0.7635(3) 0.40721(15) 0.0251(6) Uani 1 1 d . A . H15A H -0.1244 0.7077 0.4290 0.030 Uiso 1 1 calc R . . H15B H -0.0907 0.7721 0.3650 0.030 Uiso 1 1 calc R . . C16 C -0.0442(5) 0.8956(3) 0.43687(18) 0.0357(8) Uani 1 1 d . . . H16A H -0.1532 0.9322 0.4362 0.054 Uiso 1 1 d R A . H16B H 0.0278 0.9519 0.4147 0.054 Uiso 1 1 d R . . H16C H -0.0039 0.8874 0.4788 0.054 Uiso 1 1 d R . . C17 C 0.1948(4) 0.7423(3) 0.29837(15) 0.0261(6) Uani 1 1 d . . . H17A H 0.0785 0.7389 0.2867 0.031 Uiso 1 1 calc R A . H17B H 0.2531 0.6858 0.2705 0.031 Uiso 1 1 calc R . . C18 C 0.2549(5) 0.8789(4) 0.29134(19) 0.0388(9) Uani 1 1 d . A . H18A H 0.2332 0.9078 0.2498 0.058 Uiso 1 1 d R . . H18B H 0.3714 0.8820 0.3004 0.058 Uiso 1 1 d R . . H18C H 0.1988 0.9352 0.3193 0.058 Uiso 1 1 d R . . C19 C 0.4726(12) 0.8033(10) 0.5470(7) 0.067(3) Uani 0.50 1 d P A 1 H19A H 0.4094 0.8285 0.5102 0.081 Uiso 0.50 1 calc PR A 1 H19B H 0.3965 0.7647 0.5754 0.081 Uiso 0.50 1 calc PR A 1 C20 C 0.5467(16) 0.9266(13) 0.5765(7) 0.078(4) Uani 0.50 1 d PU A 1 H20A H 0.6576 0.9119 0.5918 0.116 Uiso 0.50 1 d PR A 1 H20B H 0.4787 0.9509 0.6101 0.116 Uiso 0.50 1 d PR A 1 H20C H 0.5461 0.9957 0.5465 0.116 Uiso 0.50 1 d PR A 1 Cl1S Cl 0.408(3) -0.069(2) 0.4926(11) 0.262(9) Uani 0.265(3) 1 d PDU B 2 C1S C 0.493(4) -0.028(3) 0.5617(10) 0.104(9) Uiso 0.265(3) 1 d PD B 2 H1S1 H 0.4544 0.0589 0.5728 0.125 Uiso 0.265(3) 1 calc PR B 2 H1S2 H 0.6116 -0.0240 0.5587 0.125 Uiso 0.265(3) 1 calc PR B 2 Cl2S Cl 0.4443(18) -0.1346(17) 0.6174(7) 0.164(5) Uani 0.265(3) 1 d PDU B 2 Cl1T Cl 0.5140(6) 0.1965(5) 0.3533(2) 0.0484(13) Uani 0.235(3) 1 d PD C 3 C1T C 0.586(5) 0.1044(18) 0.4127(14) 0.104(9) Uiso 0.235(3) 1 d PD C 3 H1T1 H 0.7048 0.0977 0.4101 0.125 Uiso 0.235(3) 1 calc PR C 3 H1T2 H 0.5633 0.1497 0.4508 0.125 Uiso 0.235(3) 1 calc PR C 3 Cl2T Cl 0.5077(7) -0.0482(6) 0.4168(3) 0.0609(16) Uani 0.235(3) 1 d PD C 3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Os1 0.04310(11) 0.03007(10) 0.01175(8) -0.00099(7) -0.00414(7) 0.02107(8) S1 0.0239(7) 0.0276(12) 0.0238(11) -0.0044(8) -0.0011(7) 0.0006(8) N1 0.0324(13) 0.0192(12) 0.0160(11) -0.0014(9) -0.0070(10) 0.0057(10) N2 0.0327(13) 0.0200(12) 0.0147(11) -0.0010(9) -0.0060(10) 0.0040(10) N3 0.0239(7) 0.0276(12) 0.0238(11) -0.0044(8) -0.0011(7) 0.0006(8) O1 0.036(3) 0.032(3) 0.033(3) -0.002(2) -0.001(2) -0.005(2) C1 0.0315(15) 0.0168(13) 0.0154(13) -0.0009(10) -0.0062(11) -0.0006(10) C2 0.0310(14) 0.0183(12) 0.0157(12) -0.0018(11) -0.0059(11) -0.0033(11) C3 0.0314(15) 0.0181(13) 0.0176(14) -0.0026(11) -0.0052(12) 0.0006(11) C4 0.0323(15) 0.0186(13) 0.0175(14) -0.0029(11) -0.0054(12) 0.0040(11) C5 0.0347(16) 0.0205(14) 0.0178(14) -0.0034(11) -0.0064(12) 0.0059(12) C6 0.0348(16) 0.0177(13) 0.0163(13) -0.0013(11) -0.0083(12) 0.0049(11) C7 0.0339(16) 0.0162(13) 0.0174(14) -0.0001(11) -0.0089(12) 0.0014(11) C8 0.0312(15) 0.0171(13) 0.0187(14) 0.0014(11) -0.0083(12) 0.0002(11) C9 0.0322(15) 0.0190(13) 0.0155(13) 0.0007(11) -0.0087(12) 0.0006(11) C10 0.0332(16) 0.0202(13) 0.0161(13) 0.0018(11) -0.0079(12) -0.0005(11) C11 0.0315(15) 0.0225(13) 0.0171(13) 0.0010(11) -0.0052(12) -0.0037(11) C12 0.057(2) 0.0333(19) 0.0191(16) -0.0033(14) -0.0064(16) -0.0139(17) C13 0.0313(16) 0.0232(14) 0.0197(14) -0.0003(12) -0.0042(12) 0.0010(12) C14 0.0404(19) 0.0263(17) 0.040(2) -0.0076(15) 0.0028(16) 0.0046(14) C15 0.0341(16) 0.0207(14) 0.0200(14) 0.0001(11) -0.0079(12) 0.0040(12) C16 0.047(2) 0.0216(16) 0.038(2) -0.0042(14) -0.0059(17) 0.0079(14) C17 0.0298(15) 0.0275(16) 0.0205(14) 0.0067(12) -0.0058(12) 0.0014(12) C18 0.041(2) 0.037(2) 0.039(2) 0.0149(17) 0.0020(17) -0.0056(15) C19 0.045(5) 0.040(5) 0.117(11) -0.020(6) 0.001(6) 0.001(4) C20 0.071(7) 0.062(6) 0.099(8) 0.015(6) -0.028(6) -0.021(5) Cl1S 0.260(13) 0.252(13) 0.277(14) 0.026(11) 0.041(10) 0.008(10) Cl2S 0.138(8) 0.198(10) 0.158(9) -0.032(8) 0.036(7) 0.015(8) Cl1T 0.051(3) 0.049(3) 0.047(3) -0.005(2) 0.007(2) -0.004(2) Cl2T 0.065(3) 0.069(4) 0.048(3) 0.000(3) -0.007(2) -0.017(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Os1 N3 1.944(10) . ? Os1 N1 2.048(3) . ? Os1 N1 2.048(3) 3_666 ? Os1 N2 2.054(2) 3_666 ? Os1 N2 2.054(2) . ? Os1 S1 2.227(2) . ? S1 C19 1.768(10) . ? N1 C1 1.366(4) . ? N1 C4 1.369(4) . ? N2 C6 1.363(4) . ? N2 C9 1.369(4) . ? N3 O1 1.136(11) . ? C1 C10 1.389(4) 3_666 ? C1 C2 1.443(5) . ? C2 C3 1.365(4) . ? C2 C11 1.497(4) . ? C3 C4 1.440(5) . ? C3 C13 1.486(5) . ? C4 C5 1.385(4) . ? C5 C6 1.379(5) . ? C5 H5 0.9500 . ? C6 C7 1.446(4) . ? C7 C8 1.362(5) . ? C7 C15 1.491(4) . ? C8 C9 1.451(4) . ? C8 C17 1.493(4) . ? C9 C10 1.378(5) . ? C10 C1 1.389(4) 3_666 ? C10 H10 0.9500 . ? C11 C12 1.517(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.525(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.525(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.518(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.559(16) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? Cl1S C1S 1.719(3) . ? C1S Cl2S 1.720(3) . ? C1S H1S1 0.9900 . ? C1S H1S2 0.9900 . ? Cl1T C1T 1.721(3) . ? C1T Cl2T 1.720(3) . ? C1T H1T1 0.9900 . ? C1T H1T2 0.9900 . ? 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 N3 Os1 N1 82.9(3) . . ? N3 Os1 N1 97.1(3) . 3_666 ? N1 Os1 N1 180.000(1) . 3_666 ? N3 Os1 N2 92.7(3) . 3_666 ? N1 Os1 N2 90.18(10) . 3_666 ? N1 Os1 N2 89.82(10) 3_666 3_666 ? N3 Os1 N2 87.3(3) . . ? N1 Os1 N2 89.82(10) . . ? N1 Os1 N2 90.18(10) 3_666 . ? N2 Os1 N2 180.00(12) 3_666 . ? N3 Os1 S1 172.0(3) . . ? N1 Os1 S1 89.58(10) . . ? N1 Os1 S1 90.42(10) 3_666 . ? N2 Os1 S1 90.02(10) 3_666 . ? N2 Os1 S1 89.98(10) . . ? C19 S1 Os1 112.8(4) . . ? C1 N1 C4 107.5(3) . . ? C1 N1 Os1 126.2(2) . . ? C4 N1 Os1 126.3(2) . . ? C6 N2 C9 107.8(3) . . ? C6 N2 Os1 126.2(2) . . ? C9 N2 Os1 125.9(2) . . ? O1 N3 Os1 172.7(8) . . ? N1 C1 C10 124.9(3) . 3_666 ? N1 C1 C2 109.3(3) . . ? C10 C1 C2 125.8(3) 3_666 . ? C3 C2 C1 106.9(3) . . ? C3 C2 C11 127.6(3) . . ? C1 C2 C11 125.5(3) . . ? C2 C3 C4 106.9(3) . . ? C2 C3 C13 128.2(3) . . ? C4 C3 C13 124.8(3) . . ? N1 C4 C5 124.9(3) . . ? N1 C4 C3 109.3(3) . . ? C5 C4 C3 125.7(3) . . ? C6 C5 C4 127.5(3) . . ? C6 C5 H5 116.3 . . ? C4 C5 H5 116.3 . . ? N2 C6 C5 125.2(3) . . ? N2 C6 C7 109.3(3) . . ? C5 C6 C7 125.5(3) . . ? C8 C7 C6 107.0(3) . . ? C8 C7 C15 128.5(3) . . ? C6 C7 C15 124.5(3) . . ? C7 C8 C9 107.0(3) . . ? C7 C8 C17 127.6(3) . . ? C9 C8 C17 125.4(3) . . ? N2 C9 C10 125.1(3) . . ? N2 C9 C8 108.9(3) . . ? C10 C9 C8 126.0(3) . . ? C9 C10 C1 127.7(3) . 3_666 ? C9 C10 H10 116.1 . . ? C1 C10 H10 116.1 3_666 . ? C2 C11 C12 113.3(3) . . ? C2 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? C2 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C3 C13 C14 112.9(3) . . ? C3 C13 H13A 109.0 . . ? C14 C13 H13A 109.0 . . ? C3 C13 H13B 109.0 . . ? C14 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C7 C15 C16 112.3(3) . . ? C7 C15 H15A 109.1 . . ? C16 C15 H15A 109.1 . . ? C7 C15 H15B 109.1 . . ? C16 C15 H15B 109.1 . . ? H15A C15 H15B 107.9 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.4 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C8 C17 C18 112.8(3) . . ? C8 C17 H17A 109.0 . . ? C18 C17 H17A 109.0 . . ? C8 C17 H17B 109.0 . . ? C18 C17 H17B 109.0 . . ? H17A C17 H17B 107.8 . . ? 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 . . ? C20 C19 S1 114.9(8) . . ? C20 C19 H19A 108.5 . . ? S1 C19 H19A 108.5 . . ? C20 C19 H19B 108.5 . . ? S1 C19 H19B 108.5 . . ? H19A C19 H19B 107.5 . . ? C19 C20 H20A 111.6 . . ? C19 C20 H20B 107.7 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.1 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? Cl1S C1S Cl2S 112.2(17) . . ? Cl1S C1S H1S1 109.2 . . ? Cl2S C1S H1S1 109.2 . . ? Cl1S C1S H1S2 109.2 . . ? Cl2S C1S H1S2 109.2 . . ? H1S1 C1S H1S2 107.9 . . ? Cl2T C1T Cl1T 115.7(6) . . ? Cl2T C1T H1T1 108.4 . . ? Cl1T C1T H1T1 108.4 . . ? Cl2T C1T H1T2 108.3 . . ? Cl1T C1T H1T2 108.3 . . ? H1T1 C1T H1T2 107.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Os1 S1 C19 -22(3) . . . . ? N1 Os1 S1 C19 -41.9(6) . . . . ? N1 Os1 S1 C19 138.1(6) 3_666 . . . ? N2 Os1 S1 C19 -132.1(6) 3_666 . . . ? N2 Os1 S1 C19 47.9(6) . . . . ? N3 Os1 N1 C1 92.0(4) . . . . ? N1 Os1 N1 C1 130(100) 3_666 . . . ? N2 Os1 N1 C1 -0.7(3) 3_666 . . . ? N2 Os1 N1 C1 179.3(3) . . . . ? S1 Os1 N1 C1 -90.7(3) . . . . ? N3 Os1 N1 C4 -85.7(4) . . . . ? N1 Os1 N1 C4 -48(100) 3_666 . . . ? N2 Os1 N1 C4 -178.3(3) 3_666 . . . ? N2 Os1 N1 C4 1.7(3) . . . . ? S1 Os1 N1 C4 91.6(3) . . . . ? N3 Os1 N2 C6 81.0(4) . . . . ? N1 Os1 N2 C6 -1.9(3) . . . . ? N1 Os1 N2 C6 178.1(3) 3_666 . . . ? N2 Os1 N2 C6 153(100) 3_666 . . . ? S1 Os1 N2 C6 -91.5(3) . . . . ? N3 Os1 N2 C9 -97.4(4) . . . . ? N1 Os1 N2 C9 179.7(3) . . . . ? N1 Os1 N2 C9 -0.3(3) 3_666 . . . ? N2 Os1 N2 C9 -26(100) 3_666 . . . ? S1 Os1 N2 C9 90.1(3) . . . . ? N1 Os1 N3 O1 41(7) . . . . ? N1 Os1 N3 O1 -139(7) 3_666 . . . ? N2 Os1 N3 O1 130(7) 3_666 . . . ? N2 Os1 N3 O1 -50(7) . . . . ? S1 Os1 N3 O1 21(10) . . . . ? C4 N1 C1 C10 178.4(3) . . . 3_666 ? Os1 N1 C1 C10 0.4(4) . . . 3_666 ? C4 N1 C1 C2 -0.2(3) . . . . ? Os1 N1 C1 C2 -178.2(2) . . . . ? N1 C1 C2 C3 -0.4(3) . . . . ? C10 C1 C2 C3 -179.0(3) 3_666 . . . ? N1 C1 C2 C11 179.8(3) . . . . ? C10 C1 C2 C11 1.2(5) 3_666 . . . ? C1 C2 C3 C4 0.8(3) . . . . ? C11 C2 C3 C4 -179.4(3) . . . . ? C1 C2 C3 C13 -178.0(3) . . . . ? C11 C2 C3 C13 1.8(5) . . . . ? C1 N1 C4 C5 -178.6(3) . . . . ? Os1 N1 C4 C5 -0.6(5) . . . . ? C1 N1 C4 C3 0.7(3) . . . . ? Os1 N1 C4 C3 178.7(2) . . . . ? C2 C3 C4 N1 -0.9(3) . . . . ? C13 C3 C4 N1 177.9(3) . . . . ? C2 C3 C4 C5 178.4(3) . . . . ? C13 C3 C4 C5 -2.8(5) . . . . ? N1 C4 C5 C6 -1.1(5) . . . . ? C3 C4 C5 C6 179.7(3) . . . . ? C9 N2 C6 C5 179.7(3) . . . . ? Os1 N2 C6 C5 1.1(5) . . . . ? C9 N2 C6 C7 -0.1(3) . . . . ? Os1 N2 C6 C7 -178.7(2) . . . . ? C4 C5 C6 N2 0.9(5) . . . . ? C4 C5 C6 C7 -179.3(3) . . . . ? N2 C6 C7 C8 -0.1(4) . . . . ? C5 C6 C7 C8 -180.0(3) . . . . ? N2 C6 C7 C15 -178.6(3) . . . . ? C5 C6 C7 C15 1.5(5) . . . . ? C6 C7 C8 C9 0.3(3) . . . . ? C15 C7 C8 C9 178.7(3) . . . . ? C6 C7 C8 C17 -179.1(3) . . . . ? C15 C7 C8 C17 -0.7(5) . . . . ? C6 N2 C9 C10 -179.1(3) . . . . ? Os1 N2 C9 C10 -0.5(4) . . . . ? C6 N2 C9 C8 0.3(3) . . . . ? Os1 N2 C9 C8 178.9(2) . . . . ? C7 C8 C9 N2 -0.4(3) . . . . ? C17 C8 C9 N2 179.0(3) . . . . ? C7 C8 C9 C10 179.0(3) . . . . ? C17 C8 C9 C10 -1.6(5) . . . . ? N2 C9 C10 C1 1.1(5) . . . 3_666 ? C8 C9 C10 C1 -178.2(3) . . . 3_666 ? C3 C2 C11 C12 -96.5(4) . . . . ? C1 C2 C11 C12 83.3(4) . . . . ? C2 C3 C13 C14 99.4(4) . . . . ? C4 C3 C13 C14 -79.2(4) . . . . ? C8 C7 C15 C16 -101.1(4) . . . . ? C6 C7 C15 C16 77.1(4) . . . . ? C7 C8 C17 C18 89.6(4) . . . . ? C9 C8 C17 C18 -89.8(4) . . . . ? Os1 S1 C19 C20 170.2(9) . . . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.634 _refine_diff_density_min -3.063 _refine_diff_density_rms 0.116 #===END # Attachment 'CCDC 286639.cif' data_gr2792m _database_code_depnum_ccdc_archive 'CCDC 286639' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (OEP)Os(NO)(OEt) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H49 N5 O2 Os' _chemical_formula_weight 798.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6866(14) _cell_length_b 10.0634(16) _cell_length_c 11.0019(17) _cell_angle_alpha 86.080(2) _cell_angle_beta 77.988(2) _cell_angle_gamma 65.350(2) _cell_volume 854.8(2) _cell_formula_units_Z 1 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 6480 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 28.04 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 3.771 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3438 _exptl_absorpt_correction_T_max 0.5193 _exptl_absorpt_process_details Bruker(2001)SADABS,BrukerAXSInc.,Madison,WI _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 8949 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 26.50 _reflns_number_total 3514 _reflns_number_gt 3104 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^ > 2sigma(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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0616P)^2^+0.5380P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3514 _refine_ls_number_parameters 251 _refine_ls_number_restraints 49 _refine_ls_R_factor_all 0.0522 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1039 _refine_ls_wR_factor_gt 0.0966 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.113 _refine_ls_shift/su_max 0.034 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Os1 Os 0.5000 0.5000 0.5000 0.05355(9) Uani 1 2 d SD . . N1 N 0.3954(5) 0.3552(4) 0.5732(3) 0.0477(9) Uani 1 1 d . B . N2 N 0.3674(5) 0.5416(4) 0.3563(3) 0.0504(10) Uani 1 1 d . B . N3 N 0.2959(12) 0.6407(9) 0.5925(9) 0.0441(16) Uani 0.50 1 d PDU B . O1 O 0.1800(9) 0.7369(8) 0.6500(6) 0.0579(18) Uani 0.50 1 d PD . . C1 C 0.4214(6) 0.2788(5) 0.6806(4) 0.0506(12) Uani 1 1 d . . . C2 C 0.3201(6) 0.1922(5) 0.6998(4) 0.0544(12) Uani 1 1 d . B . C3 C 0.2359(6) 0.2180(5) 0.6043(4) 0.0529(12) Uani 1 1 d . . . C4 C 0.2819(6) 0.3229(5) 0.5253(4) 0.0492(12) Uani 1 1 d . B . C5 C 0.2184(6) 0.3828(5) 0.4189(4) 0.0485(11) Uani 1 1 d . . . H5 H 0.1391 0.3506 0.3970 0.058 Uiso 1 1 calc R B . C6 C 0.2565(6) 0.4833(5) 0.3410(4) 0.0461(11) Uani 1 1 d . B . C7 C 0.1862(6) 0.5447(5) 0.2307(4) 0.0543(13) Uani 1 1 d . . . C8 C 0.2573(7) 0.6384(5) 0.1825(4) 0.0576(13) Uani 1 1 d D A . C9 C 0.3718(6) 0.6366(5) 0.2605(4) 0.0513(12) Uani 1 1 d . . . C10 C 0.4717(7) 0.7164(5) 0.2439(4) 0.0557(13) Uani 1 1 d . . . H10 H 0.4660 0.7749 0.1720 0.067 Uiso 1 1 calc R . . C11 C 0.3104(7) 0.0967(6) 0.8103(5) 0.0662(15) Uani 1 1 d . . . H11A H 0.2035 0.0807 0.8197 0.079 Uiso 1 1 calc R B . H11B H 0.3020 0.1490 0.8860 0.079 Uiso 1 1 calc R . . C12 C 0.4635(9) -0.0506(7) 0.8008(8) 0.101(3) Uani 1 1 d . B . H12A H 0.4522 -0.1040 0.8776 0.152 Uiso 1 1 calc R . . H12B H 0.5704 -0.0361 0.7883 0.152 Uiso 1 1 calc R . . H12C H 0.4668 -0.1069 0.7303 0.152 Uiso 1 1 calc R . . C13 C 0.1234(7) 0.1498(6) 0.5766(5) 0.0595(13) Uani 1 1 d . B . H13A H 0.0266 0.2247 0.5424 0.071 Uiso 1 1 calc R . . H13B H 0.0737 0.1151 0.6549 0.071 Uiso 1 1 calc R . . C14 C 0.2218(8) 0.0214(6) 0.4838(6) 0.0720(16) Uani 1 1 d . . . H14A H 0.1428 -0.0194 0.4685 0.108 Uiso 1 1 calc R B . H14B H 0.3161 -0.0542 0.5180 0.108 Uiso 1 1 calc R . . H14C H 0.2695 0.0555 0.4056 0.108 Uiso 1 1 calc R . . C15 C 0.0620(7) 0.5033(6) 0.1831(5) 0.0629(14) Uani 1 1 d . B . H15A H -0.0078 0.5854 0.1354 0.076 Uiso 1 1 calc R . . H15B H -0.0179 0.4865 0.2545 0.076 Uiso 1 1 calc R . . C16 C 0.1537(8) 0.3665(8) 0.1004(7) 0.096(2) Uani 1 1 d . . . H16A H 0.0680 0.3443 0.0707 0.143 Uiso 1 1 calc R B . H16B H 0.2199 0.2842 0.1480 0.143 Uiso 1 1 calc R . . H16C H 0.2322 0.3829 0.0291 0.143 Uiso 1 1 calc R . . C17 C 0.2052(13) 0.7312(11) 0.0691(6) 0.057(3) Uani 0.576(10) 1 d PDU A 3 H17A H 0.0849 0.7496 0.0659 0.069 Uiso 0.576(10) 1 calc PR A 3 H17B H 0.2096 0.8268 0.0776 0.069 Uiso 0.576(10) 1 calc PR A 3 C18 C 0.3254(13) 0.6545(13) -0.0518(7) 0.073(3) Uani 0.576(10) 1 d PDU A 3 H18A H 0.4458 0.6250 -0.0446 0.109 Uiso 0.576(10) 1 calc PR A 3 H18B H 0.2999 0.7216 -0.1210 0.109 Uiso 0.576(10) 1 calc PR A 3 H18C H 0.3073 0.5677 -0.0671 0.109 Uiso 0.576(10) 1 calc PR A 3 C17' C 0.257(2) 0.7252(12) 0.0621(9) 0.063(4) Uani 0.424(10) 1 d PDU A 4 H17C H 0.3783 0.7023 0.0200 0.076 Uiso 0.424(10) 1 calc PR A 4 H17D H 0.2026 0.6945 0.0057 0.076 Uiso 0.424(10) 1 calc PR A 4 C18' C 0.1608(16) 0.8903(10) 0.0869(11) 0.073(4) Uani 0.424(10) 1 d PDU A 4 H18D H 0.1432 0.9403 0.0081 0.109 Uiso 0.424(10) 1 calc PR A 4 H18E H 0.2288 0.9247 0.1268 0.109 Uiso 0.424(10) 1 calc PR A 4 H18F H 0.0485 0.9116 0.1418 0.109 Uiso 0.424(10) 1 calc PR A 4 O2 O 0.6747(10) 0.3399(8) 0.4108(8) 0.0441(16) Uani 0.50 1 d PDU B 1 C19 C 0.7384(16) 0.3277(14) 0.2871(9) 0.071(3) Uani 0.50 1 d PD B 1 H19A H 0.7539 0.4173 0.2575 0.085 Uiso 0.50 1 calc PR B 1 H19B H 0.6559 0.3167 0.2429 0.085 Uiso 0.50 1 calc PR B 1 C20 C 0.9058(14) 0.1995(12) 0.2598(11) 0.064(3) Uani 0.50 1 d P B 1 H20A H 0.9500 0.1898 0.1698 0.095 Uiso 0.50 1 calc PR B 1 H20B H 0.8902 0.1112 0.2902 0.095 Uiso 0.50 1 calc PR B 1 H20C H 0.9883 0.2123 0.3012 0.095 Uiso 0.50 1 calc PR B 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Os1 0.08958(19) 0.03526(13) 0.03360(13) 0.01053(9) -0.02163(11) -0.02073(11) N1 0.067(2) 0.0306(17) 0.0311(18) 0.0051(13) -0.0076(15) -0.0078(15) N2 0.071(2) 0.0342(18) 0.0262(17) 0.0042(14) -0.0060(16) -0.0044(17) N3 0.064(3) 0.027(2) 0.0355(17) 0.0053(15) -0.0086(17) -0.0149(19) O1 0.059(4) 0.051(4) 0.040(4) 0.002(3) -0.007(3) -0.001(3) C1 0.067(3) 0.034(2) 0.031(2) 0.0015(16) 0.0002(18) -0.0060(19) C2 0.065(3) 0.036(2) 0.040(2) 0.0033(18) 0.003(2) -0.006(2) C3 0.063(3) 0.036(2) 0.040(2) -0.0014(18) 0.003(2) -0.0070(19) C4 0.061(3) 0.030(2) 0.033(2) -0.0017(16) 0.0022(18) -0.0015(18) C5 0.059(2) 0.037(2) 0.037(2) -0.0032(17) -0.0077(18) -0.0086(18) C6 0.056(2) 0.036(2) 0.032(2) -0.0029(16) -0.0059(17) -0.0057(18) C7 0.061(3) 0.045(2) 0.034(2) -0.0007(19) -0.0078(19) 0.000(2) C8 0.075(3) 0.048(3) 0.029(2) 0.0031(19) -0.009(2) -0.006(2) C9 0.069(3) 0.037(2) 0.031(2) 0.0003(17) -0.0062(19) -0.007(2) C10 0.082(3) 0.038(2) 0.029(2) 0.0101(17) -0.009(2) -0.010(2) C11 0.070(3) 0.053(3) 0.055(3) 0.017(2) 0.002(2) -0.015(2) C12 0.084(4) 0.062(4) 0.112(6) 0.045(4) 0.015(4) -0.009(3) C13 0.067(3) 0.048(3) 0.048(3) 0.002(2) 0.005(2) -0.017(2) C14 0.084(3) 0.055(3) 0.070(4) -0.009(3) 0.011(3) -0.033(3) C15 0.063(3) 0.060(3) 0.044(3) 0.003(2) -0.018(2) -0.002(2) C16 0.077(3) 0.101(5) 0.088(4) -0.038(4) -0.047(3) 0.005(3) C17 0.056(5) 0.068(5) 0.039(4) 0.010(4) -0.014(3) -0.017(4) C18 0.076(5) 0.084(6) 0.045(5) 0.002(4) -0.012(4) -0.020(5) C17' 0.064(7) 0.078(6) 0.041(5) 0.030(5) -0.023(4) -0.022(5) C18' 0.060(6) 0.086(8) 0.061(7) 0.047(6) -0.018(5) -0.024(5) O2 0.064(3) 0.027(2) 0.0355(17) 0.0053(15) -0.0086(17) -0.0149(19) C19 0.088(7) 0.077(7) 0.047(6) -0.006(5) -0.001(5) -0.039(6) C20 0.071(6) 0.057(6) 0.058(6) 0.001(5) 0.005(5) -0.030(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Os1 O2 1.849(7) 2_666 ? Os1 O2 1.849(7) . ? Os1 N3 1.880(7) 2_666 ? Os1 N3 1.880(7) . ? Os1 N1 2.059(4) 2_666 ? Os1 N1 2.059(4) . ? Os1 N2 2.066(4) . ? Os1 N2 2.066(4) 2_666 ? N1 C4 1.364(7) . ? N1 C1 1.372(6) . ? N2 C6 1.361(7) . ? N2 C9 1.380(6) . ? N3 O1 1.165(9) . ? C1 C10 1.385(8) 2_666 ? C1 C2 1.454(8) . ? C2 C3 1.353(8) . ? C2 C11 1.508(7) . ? C3 C4 1.453(7) . ? C3 C13 1.494(8) . ? C4 C5 1.391(6) . ? C5 C6 1.381(7) . ? C6 C7 1.456(6) . ? C7 C8 1.354(8) . ? C7 C15 1.501(8) . ? C8 C9 1.436(8) . ? C8 C17 1.534(8) . ? C8 C17' 1.535(9) . ? C9 C10 1.388(8) . ? C10 C1 1.385(8) 2_666 ? C11 C12 1.515(8) . ? C13 C14 1.529(7) . ? C15 C16 1.521(8) . ? C17 C18 1.532(11) . ? C17' C18' 1.531(12) . ? O2 C19 1.351(12) . ? C19 C20 1.475(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 Os1 O2 180.000(1) 2_666 . ? O2 Os1 N3 168.4(6) 2_666 2_666 ? O2 Os1 N3 11.6(6) . 2_666 ? O2 Os1 N3 11.6(6) 2_666 . ? O2 Os1 N3 168.4(6) . . ? N3 Os1 N3 180.000(1) 2_666 . ? O2 Os1 N1 85.2(3) 2_666 2_666 ? O2 Os1 N1 94.8(3) . 2_666 ? N3 Os1 N1 84.1(3) 2_666 2_666 ? N3 Os1 N1 95.9(3) . 2_666 ? O2 Os1 N1 94.8(3) 2_666 . ? O2 Os1 N1 85.2(3) . . ? N3 Os1 N1 95.9(3) 2_666 . ? N3 Os1 N1 84.1(3) . . ? N1 Os1 N1 180.000(1) 2_666 . ? O2 Os1 N2 90.8(3) 2_666 . ? O2 Os1 N2 89.2(3) . . ? N3 Os1 N2 93.7(4) 2_666 . ? N3 Os1 N2 86.3(4) . . ? N1 Os1 N2 89.89(16) 2_666 . ? N1 Os1 N2 90.11(16) . . ? O2 Os1 N2 89.2(3) 2_666 2_666 ? O2 Os1 N2 90.8(3) . 2_666 ? N3 Os1 N2 86.3(4) 2_666 2_666 ? N3 Os1 N2 93.7(4) . 2_666 ? N1 Os1 N2 90.11(16) 2_666 2_666 ? N1 Os1 N2 89.89(16) . 2_666 ? N2 Os1 N2 180.000(1) . 2_666 ? C4 N1 C1 107.9(4) . . ? C4 N1 Os1 125.6(3) . . ? C1 N1 Os1 126.4(4) . . ? C6 N2 C9 107.7(4) . . ? C6 N2 Os1 126.2(3) . . ? C9 N2 Os1 126.0(4) . . ? O1 N3 Os1 172.4(10) . . ? N1 C1 C10 125.0(5) . 2_666 ? N1 C1 C2 108.5(5) . . ? C10 C1 C2 126.6(4) 2_666 . ? C3 C2 C1 107.6(4) . . ? C3 C2 C11 128.0(5) . . ? C1 C2 C11 124.4(5) . . ? C2 C3 C4 106.8(5) . . ? C2 C3 C13 128.7(5) . . ? C4 C3 C13 124.4(5) . . ? N1 C4 C5 125.3(4) . . ? N1 C4 C3 109.2(4) . . ? C5 C4 C3 125.5(5) . . ? C6 C5 C4 128.0(5) . . ? N2 C6 C5 124.8(4) . . ? N2 C6 C7 108.7(4) . . ? C5 C6 C7 126.5(5) . . ? C8 C7 C6 107.1(5) . . ? C8 C7 C15 129.1(5) . . ? C6 C7 C15 123.8(5) . . ? C7 C8 C9 107.5(4) . . ? C7 C8 C17 122.0(7) . . ? C9 C8 C17 130.4(7) . . ? C7 C8 C17' 134.8(9) . . ? C9 C8 C17' 117.2(9) . . ? C17 C8 C17' 15.8(9) . . ? N2 C9 C10 124.7(5) . . ? N2 C9 C8 108.9(5) . . ? C10 C9 C8 126.4(4) . . ? C1 C10 C9 127.9(4) 2_666 . ? C2 C11 C12 113.9(5) . . ? C3 C13 C14 112.5(4) . . ? C7 C15 C16 112.2(4) . . ? C18 C17 C8 111.3(6) . . ? C18' C17' C8 112.0(7) . . ? C19 O2 Os1 128.0(8) . . ? O2 C19 C20 109.8(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Os1 N1 C4 89.9(4) 2_666 . . . ? O2 Os1 N1 C4 -90.1(4) . . . . ? N3 Os1 N1 C4 -94.7(5) 2_666 . . . ? N3 Os1 N1 C4 85.3(5) . . . . ? N2 Os1 N1 C4 -0.9(3) . . . . ? N2 Os1 N1 C4 179.1(3) 2_666 . . . ? O2 Os1 N1 C1 -87.4(4) 2_666 . . . ? O2 Os1 N1 C1 92.6(4) . . . . ? N3 Os1 N1 C1 88.1(5) 2_666 . . . ? N3 Os1 N1 C1 -91.9(5) . . . . ? N2 Os1 N1 C1 -178.1(3) . . . . ? N2 Os1 N1 C1 1.9(3) 2_666 . . . ? O2 Os1 N2 C6 -93.0(4) 2_666 . . . ? O2 Os1 N2 C6 87.0(4) . . . . ? N3 Os1 N2 C6 97.6(5) 2_666 . . . ? N3 Os1 N2 C6 -82.4(5) . . . . ? N1 Os1 N2 C6 -178.3(3) 2_666 . . . ? N1 Os1 N2 C6 1.7(3) . . . . ? O2 Os1 N2 C9 85.1(4) 2_666 . . . ? O2 Os1 N2 C9 -94.9(4) . . . . ? N3 Os1 N2 C9 -84.2(5) 2_666 . . . ? N3 Os1 N2 C9 95.8(5) . . . . ? N1 Os1 N2 C9 -0.1(3) 2_666 . . . ? N1 Os1 N2 C9 179.9(3) . . . . ? C4 N1 C1 C10 -179.8(4) . . . 2_666 ? Os1 N1 C1 C10 -2.2(6) . . . 2_666 ? C4 N1 C1 C2 0.9(5) . . . . ? Os1 N1 C1 C2 178.5(3) . . . . ? N1 C1 C2 C3 0.0(5) . . . . ? C10 C1 C2 C3 -179.3(4) 2_666 . . . ? N1 C1 C2 C11 -178.1(4) . . . . ? C10 C1 C2 C11 2.6(7) 2_666 . . . ? C1 C2 C3 C4 -0.9(5) . . . . ? C11 C2 C3 C4 177.2(4) . . . . ? C1 C2 C3 C13 176.2(4) . . . . ? C11 C2 C3 C13 -5.8(8) . . . . ? C1 N1 C4 C5 177.7(4) . . . . ? Os1 N1 C4 C5 0.0(6) . . . . ? C1 N1 C4 C3 -1.4(5) . . . . ? Os1 N1 C4 C3 -179.0(3) . . . . ? C2 C3 C4 N1 1.4(5) . . . . ? C13 C3 C4 N1 -175.8(4) . . . . ? C2 C3 C4 C5 -177.7(4) . . . . ? C13 C3 C4 C5 5.1(7) . . . . ? N1 C4 C5 C6 0.6(7) . . . . ? C3 C4 C5 C6 179.5(4) . . . . ? C9 N2 C6 C5 179.8(4) . . . . ? Os1 N2 C6 C5 -1.8(6) . . . . ? C9 N2 C6 C7 -0.4(5) . . . . ? Os1 N2 C6 C7 178.1(3) . . . . ? C4 C5 C6 N2 0.4(7) . . . . ? C4 C5 C6 C7 -179.4(4) . . . . ? N2 C6 C7 C8 0.1(5) . . . . ? C5 C6 C7 C8 179.9(4) . . . . ? N2 C6 C7 C15 178.6(4) . . . . ? C5 C6 C7 C15 -1.5(7) . . . . ? C6 C7 C8 C9 0.2(5) . . . . ? C15 C7 C8 C9 -178.2(4) . . . . ? C6 C7 C8 C17 -176.3(5) . . . . ? C15 C7 C8 C17 5.2(8) . . . . ? C6 C7 C8 C17' 171.7(8) . . . . ? C15 C7 C8 C17' -6.8(10) . . . . ? C6 N2 C9 C10 -179.5(4) . . . . ? Os1 N2 C9 C10 2.1(6) . . . . ? C6 N2 C9 C8 0.5(5) . . . . ? Os1 N2 C9 C8 -177.9(3) . . . . ? C7 C8 C9 N2 -0.5(5) . . . . ? C17 C8 C9 N2 175.7(5) . . . . ? C17' C8 C9 N2 -173.7(6) . . . . ? C7 C8 C9 C10 179.6(4) . . . . ? C17 C8 C9 C10 -4.3(8) . . . . ? C17' C8 C9 C10 6.4(8) . . . . ? N2 C9 C10 C1 -2.4(8) . . . 2_666 ? C8 C9 C10 C1 177.5(4) . . . 2_666 ? C3 C2 C11 C12 102.1(7) . . . . ? C1 C2 C11 C12 -80.2(8) . . . . ? C2 C3 C13 C14 -95.7(6) . . . . ? C4 C3 C13 C14 80.9(6) . . . . ? C8 C7 C15 C16 93.4(7) . . . . ? C6 C7 C15 C16 -84.8(6) . . . . ? C7 C8 C17 C18 -93.2(10) . . . . ? C9 C8 C17 C18 91.2(11) . . . . ? C17' C8 C17 C18 54(3) . . . . ? C7 C8 C17' C18' 113.3(12) . . . . ? C9 C8 C17' C18' -75.8(14) . . . . ? C17 C8 C17' C18' 73(3) . . . . ? N3 Os1 O2 C19 -74(3) 2_666 . . . ? N3 Os1 O2 C19 106(3) . . . . ? N1 Os1 O2 C19 -51.0(11) 2_666 . . . ? N1 Os1 O2 C19 129.0(11) . . . . ? N2 Os1 O2 C19 38.8(11) . . . . ? N2 Os1 O2 C19 -141.2(11) 2_666 . . . ? Os1 O2 C19 C20 164.2(8) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 2.350 _refine_diff_density_min -1.880 _refine_diff_density_rms 0.115