# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_Os_deprotonated _database_code_depnum_ccdc_archive 'CCDC 862659' #TrackingRef 'Os_deprotonated.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H25 N7 O5 Os' _chemical_formula_weight 729.75 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 9.4804(6) _cell_length_b 12.1161(8) _cell_length_c 12.8235(8) _cell_angle_alpha 109.410(3) _cell_angle_beta 100.904(3) _cell_angle_gamma 96.306(3) _cell_volume 1340.25(15) _cell_formula_units_Z 2 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 9985 _cell_measurement_theta_min 2.93 _cell_measurement_theta_max 28.94 _exptl_crystal_description rectangular _exptl_crystal_colour black _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.808 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 4.811 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2274 _exptl_absorpt_correction_T_max 0.3811 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 23600 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_av_sigmaI/netI 0.0306 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 29.23 _reflns_number_total 7025 _reflns_number_gt 6318 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0933P)^2^+2.0885P] 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 7025 _refine_ls_number_parameters 372 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0917 _refine_ls_wR_factor_gt 0.0859 _refine_ls_goodness_of_fit_ref 0.731 _refine_ls_restrained_S_all 0.731 _refine_ls_shift/su_max 0.001 _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 0.207915(14) 0.184759(11) 0.296109(10) 0.03210(6) Uani 1 1 d . . . O4 O 0.4174(3) 0.1521(3) 0.3591(3) 0.0412(6) Uani 1 1 d . . . O1 O 0.3286(5) -0.3551(3) 0.1213(4) 0.0696(11) Uani 1 1 d . . . O2 O 0.4956(5) -0.2158(4) 0.2562(4) 0.0625(10) Uani 1 1 d . . . H2O H 0.5049 -0.1450 0.2947 0.094 Uiso 1 1 calc R . . O3 O 0.5443(3) 0.0086(3) 0.3630(3) 0.0550(8) Uani 1 1 d . . . N2 N 0.1262(4) 0.1720(3) 0.4292(3) 0.0359(6) Uani 1 1 d . . . N1 N -0.0021(4) 0.1958(3) 0.2441(3) 0.0329(6) Uani 1 1 d . . . N3 N 0.2810(4) 0.2099(3) 0.1642(3) 0.0347(6) Uani 1 1 d . . . N4 N 0.2781(4) 0.3647(3) 0.3577(3) 0.0373(7) Uani 1 1 d . . . N6 N 0.1243(4) -0.1953(3) 0.1312(3) 0.0426(8) Uani 1 1 d . . . N5 N 0.1787(4) 0.0026(3) 0.2284(3) 0.0361(6) Uani 1 1 d . . . C10 C 0.2037(5) 0.1671(4) 0.5267(4) 0.0482(10) Uani 1 1 d . . . H8 H 0.3041 0.1711 0.5370 0.058 Uiso 1 1 calc R . . C9 C 0.1400(6) 0.1563(5) 0.6118(4) 0.0580(12) Uani 1 1 d . . . H7 H 0.1968 0.1539 0.6783 0.070 Uiso 1 1 calc R . . C8 C -0.0083(6) 0.1493(5) 0.5971(4) 0.0579(12) Uani 1 1 d . . . H6 H -0.0534 0.1413 0.6532 0.070 Uiso 1 1 calc R . . C7 C -0.0889(5) 0.1542(5) 0.4990(4) 0.0511(10) Uani 1 1 d . . . H5 H -0.1896 0.1490 0.4878 0.061 Uiso 1 1 calc R . . C6 C -0.0206(4) 0.1670(3) 0.4161(3) 0.0379(8) Uani 1 1 d . . . C5 C -0.0936(4) 0.1799(3) 0.3107(3) 0.0369(7) Uani 1 1 d . . . C1 C -0.0620(5) 0.2148(4) 0.1478(3) 0.0420(8) Uani 1 1 d . . . H1 H -0.0018 0.2274 0.1019 0.050 Uiso 1 1 calc R . . N7 N 0.8915(7) 0.5274(5) 0.2081(6) 0.0812(15) Uani 1 1 d . . . C2 C -0.2085(5) 0.2159(5) 0.1162(4) 0.0522(11) Uani 1 1 d . . . H2 H -0.2458 0.2282 0.0493 0.063 Uiso 1 1 calc R . . C3 C -0.2999(5) 0.1992(5) 0.1831(4) 0.0531(11) Uani 1 1 d . . . H3 H -0.3990 0.2007 0.1629 0.064 Uiso 1 1 calc R . . C4 C -0.2406(5) 0.1801(4) 0.2810(4) 0.0465(9) Uani 1 1 d . . . H4 H -0.3004 0.1672 0.3271 0.056 Uiso 1 1 calc R . . C11 C 0.2813(5) 0.1244(4) 0.0648(3) 0.0434(9) Uani 1 1 d . . . H9 H 0.2478 0.0456 0.0545 0.052 Uiso 1 1 calc R . . C12 C 0.3282(6) 0.1473(5) -0.0216(4) 0.0521(11) Uani 1 1 d . . . H10 H 0.3283 0.0851 -0.0879 0.063 Uiso 1 1 calc R . . C13 C 0.3761(6) 0.2651(5) -0.0093(4) 0.0580(12) Uani 1 1 d . . . H11 H 0.4052 0.2830 -0.0680 0.070 Uiso 1 1 calc R . . C14 C 0.3791(6) 0.3527(5) 0.0903(4) 0.0548(11) Uani 1 1 d . . . H12 H 0.4116 0.4317 0.1006 0.066 Uiso 1 1 calc R . . C15 C 0.3335(4) 0.3249(3) 0.1778(3) 0.0370(7) Uani 1 1 d . . . C16 C 0.3351(5) 0.4119(4) 0.2887(3) 0.0391(8) Uani 1 1 d . . . C17 C 0.3904(5) 0.5323(4) 0.3238(4) 0.0504(10) Uani 1 1 d . . . H13 H 0.4296 0.5623 0.2753 0.060 Uiso 1 1 calc R . . C18 C 0.3877(6) 0.6078(4) 0.4304(5) 0.0594(12) Uani 1 1 d . . . H14 H 0.4241 0.6890 0.4547 0.071 Uiso 1 1 calc R . . C19 C 0.3303(7) 0.5607(5) 0.4995(5) 0.0646(14) Uani 1 1 d . . . H15 H 0.3276 0.6099 0.5720 0.078 Uiso 1 1 calc R . . C20 C 0.2763(7) 0.4403(4) 0.4621(4) 0.0544(11) Uani 1 1 d . . . H16 H 0.2372 0.4100 0.5104 0.065 Uiso 1 1 calc R . . C25 C 0.4302(4) 0.0431(4) 0.3305(3) 0.0400(8) Uani 1 1 d . . . C23 C 0.2986(4) -0.0441(4) 0.2537(3) 0.0356(7) Uani 1 1 d . . . C22 C 0.2662(5) -0.1654(4) 0.1935(3) 0.0386(8) Uani 1 1 d . . . C21 C 0.0779(5) -0.0925(4) 0.1556(3) 0.0401(8) Uani 1 1 d . . . H21 H -0.0168 -0.0865 0.1250 0.048 Uiso 1 1 calc R . . C24 C 0.3636(6) -0.2540(4) 0.1870(4) 0.0490(10) Uani 1 1 d . . . C26 C 0.9633(15) 0.5171(11) 0.3250(14) 0.240(11) Uani 1 1 d . . . H26A H 0.9075 0.4513 0.3341 0.360 Uiso 1 1 calc R . . H26B H 0.9646 0.5893 0.3863 0.360 Uiso 1 1 calc R . . H26C H 1.0616 0.5043 0.3258 0.360 Uiso 1 1 calc R . . C27 C 0.960(2) 0.5280(12) 0.1251(13) 0.226(9) Uani 1 1 d . . . H27A H 0.9410 0.4492 0.0686 0.340 Uiso 1 1 calc R . . H27B H 1.0633 0.5535 0.1572 0.340 Uiso 1 1 calc R . . H27C H 0.9243 0.5818 0.0903 0.340 Uiso 1 1 calc R . . C28 C 0.7428(13) 0.5242(12) 0.1928(11) 0.143(4) Uani 1 1 d . . . H28 H 0.6789 0.5317 0.1319 0.171 Uiso 1 1 calc R . . O5 O 0.713(2) 0.5096(13) 0.2759(11) 0.307(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Os1 0.02966(9) 0.03460(9) 0.03181(8) 0.01136(6) 0.00858(5) 0.00505(6) O4 0.0292(13) 0.0395(14) 0.0469(15) 0.0115(12) 0.0011(11) 0.0001(11) O1 0.082(3) 0.0461(19) 0.076(3) 0.0148(18) 0.018(2) 0.0207(19) O2 0.059(2) 0.056(2) 0.075(2) 0.0242(18) 0.0128(18) 0.0233(18) O3 0.0290(15) 0.063(2) 0.072(2) 0.0305(17) 0.0004(14) 0.0071(13) N2 0.0352(17) 0.0391(16) 0.0321(14) 0.0127(12) 0.0074(12) 0.0034(13) N1 0.0327(16) 0.0324(14) 0.0329(14) 0.0105(11) 0.0087(11) 0.0067(12) N3 0.0290(15) 0.0383(16) 0.0345(15) 0.0101(12) 0.0091(12) 0.0045(12) N4 0.0369(17) 0.0375(16) 0.0360(15) 0.0109(12) 0.0092(13) 0.0073(13) N6 0.045(2) 0.0374(17) 0.0415(17) 0.0126(14) 0.0086(14) 0.0001(14) N5 0.0312(16) 0.0390(16) 0.0380(15) 0.0156(13) 0.0062(12) 0.0048(13) C10 0.040(2) 0.067(3) 0.039(2) 0.0241(19) 0.0054(16) 0.009(2) C9 0.059(3) 0.079(3) 0.042(2) 0.031(2) 0.010(2) 0.010(3) C8 0.063(3) 0.079(3) 0.047(2) 0.035(2) 0.027(2) 0.016(3) C7 0.047(2) 0.067(3) 0.047(2) 0.026(2) 0.0212(19) 0.007(2) C6 0.039(2) 0.0380(18) 0.0365(17) 0.0124(14) 0.0118(15) 0.0053(15) C5 0.038(2) 0.0349(17) 0.0369(17) 0.0115(14) 0.0119(14) 0.0045(14) C1 0.043(2) 0.052(2) 0.0334(17) 0.0169(16) 0.0101(15) 0.0109(17) N7 0.071(4) 0.067(3) 0.097(4) 0.019(3) 0.024(3) 0.006(3) C2 0.046(2) 0.069(3) 0.041(2) 0.021(2) 0.0033(17) 0.015(2) C3 0.034(2) 0.070(3) 0.054(2) 0.021(2) 0.0057(18) 0.014(2) C4 0.035(2) 0.056(2) 0.050(2) 0.0188(19) 0.0142(17) 0.0074(18) C11 0.041(2) 0.046(2) 0.0397(19) 0.0090(16) 0.0126(16) 0.0072(17) C12 0.049(3) 0.066(3) 0.039(2) 0.0104(19) 0.0179(18) 0.012(2) C13 0.064(3) 0.073(3) 0.048(2) 0.029(2) 0.026(2) 0.012(3) C14 0.066(3) 0.056(3) 0.049(2) 0.025(2) 0.022(2) 0.006(2) C15 0.0332(18) 0.0399(19) 0.0385(18) 0.0150(15) 0.0096(14) 0.0044(14) C16 0.037(2) 0.0378(18) 0.0422(19) 0.0140(15) 0.0084(15) 0.0075(15) C17 0.053(3) 0.037(2) 0.060(3) 0.0185(18) 0.010(2) 0.0041(18) C18 0.061(3) 0.035(2) 0.067(3) 0.007(2) 0.005(2) 0.000(2) C19 0.084(4) 0.042(2) 0.052(3) -0.001(2) 0.015(3) 0.009(2) C20 0.074(3) 0.046(2) 0.040(2) 0.0099(18) 0.017(2) 0.011(2) C25 0.0278(18) 0.048(2) 0.0438(19) 0.0180(16) 0.0081(14) 0.0019(15) C23 0.0303(18) 0.0402(18) 0.0365(17) 0.0160(14) 0.0071(14) 0.0018(14) C22 0.039(2) 0.0401(19) 0.0407(19) 0.0177(15) 0.0133(15) 0.0071(16) C21 0.0338(19) 0.050(2) 0.0333(17) 0.0148(16) 0.0047(14) 0.0023(16) C24 0.054(3) 0.049(2) 0.053(2) 0.025(2) 0.018(2) 0.018(2) C26 0.153(11) 0.114(8) 0.293(18) -0.047(10) -0.128(12) 0.076(8) C27 0.33(2) 0.159(12) 0.207(15) 0.055(11) 0.168(16) -0.051(13) C28 0.096(8) 0.181(12) 0.115(8) 0.026(8) 0.000(6) 0.006(7) O5 0.57(3) 0.197(12) 0.159(10) 0.052(10) 0.139(16) 0.051(16) _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 N1 2.010(3) . ? Os1 N4 2.039(3) . ? Os1 N3 2.043(3) . ? Os1 N2 2.046(3) . ? Os1 N5 2.050(3) . ? Os1 O4 2.129(3) . ? O4 C25 1.274(5) . ? O1 C24 1.200(6) . ? O2 C24 1.322(6) . ? O2 H2O 0.8200 . ? O3 C25 1.249(5) . ? N2 C10 1.349(5) . ? N2 C6 1.362(5) . ? N1 C1 1.361(5) . ? N1 C5 1.368(5) . ? N3 C11 1.350(5) . ? N3 C15 1.369(5) . ? N4 C20 1.352(6) . ? N4 C16 1.359(5) . ? N6 C21 1.324(6) . ? N6 C22 1.369(6) . ? N5 C21 1.348(5) . ? N5 C23 1.357(5) . ? C10 C9 1.377(6) . ? C10 H8 0.9300 . ? C9 C8 1.372(8) . ? C9 H7 0.9300 . ? C8 C7 1.366(7) . ? C8 H6 0.9300 . ? C7 C6 1.387(5) . ? C7 H5 0.9300 . ? C6 C5 1.463(5) . ? C5 C4 1.373(6) . ? C1 C2 1.373(6) . ? C1 H1 0.9300 . ? N7 C27 1.349(12) . ? N7 C28 1.381(13) . ? N7 C26 1.576(16) . ? C2 C3 1.373(7) . ? C2 H2 0.9300 . ? C3 C4 1.379(6) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? C11 C12 1.366(6) . ? C11 H9 0.9300 . ? C12 C13 1.395(8) . ? C12 H10 0.9300 . ? C13 C14 1.356(7) . ? C13 H11 0.9300 . ? C14 C15 1.400(6) . ? C14 H12 0.9300 . ? C15 C16 1.459(5) . ? C16 C17 1.383(6) . ? C17 C18 1.376(7) . ? C17 H13 0.9300 . ? C18 C19 1.363(8) . ? C18 H14 0.9300 . ? C19 C20 1.377(7) . ? C19 H15 0.9300 . ? C20 H16 0.9300 . ? C25 C23 1.483(5) . ? C23 C22 1.381(6) . ? C22 C24 1.483(6) . ? C21 H21 0.9300 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 O5 1.214(17) . ? C28 H28 0.9300 . ? 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 Os1 N4 93.70(13) . . ? N1 Os1 N3 97.86(13) . . ? N4 Os1 N3 78.15(13) . . ? N1 Os1 N2 78.84(13) . . ? N4 Os1 N2 98.33(13) . . ? N3 Os1 N2 175.09(12) . . ? N1 Os1 N5 96.33(13) . . ? N4 Os1 N5 168.43(13) . . ? N3 Os1 N5 94.73(13) . . ? N2 Os1 N5 89.29(13) . . ? N1 Os1 O4 171.26(11) . . ? N4 Os1 O4 93.04(12) . . ? N3 Os1 O4 88.96(13) . . ? N2 Os1 O4 94.68(13) . . ? N5 Os1 O4 77.58(12) . . ? C25 O4 Os1 116.0(2) . . ? C24 O2 H2O 109.5 . . ? C10 N2 C6 117.8(4) . . ? C10 N2 Os1 126.1(3) . . ? C6 N2 Os1 116.0(2) . . ? C1 N1 C5 117.2(3) . . ? C1 N1 Os1 126.1(3) . . ? C5 N1 Os1 116.7(3) . . ? C11 N3 C15 116.9(4) . . ? C11 N3 Os1 126.4(3) . . ? C15 N3 Os1 116.6(3) . . ? C20 N4 C16 117.4(4) . . ? C20 N4 Os1 125.6(3) . . ? C16 N4 Os1 117.0(3) . . ? C21 N6 C22 104.0(3) . . ? C21 N5 C23 104.1(3) . . ? C21 N5 Os1 140.4(3) . . ? C23 N5 Os1 115.3(3) . . ? N2 C10 C9 122.7(4) . . ? N2 C10 H8 118.7 . . ? C9 C10 H8 118.7 . . ? C8 C9 C10 119.1(4) . . ? C8 C9 H7 120.4 . . ? C10 C9 H7 120.4 . . ? C7 C8 C9 119.2(4) . . ? C7 C8 H6 120.4 . . ? C9 C8 H6 120.4 . . ? C8 C7 C6 120.0(5) . . ? C8 C7 H5 120.0 . . ? C6 C7 H5 120.0 . . ? N2 C6 C7 121.1(4) . . ? N2 C6 C5 113.8(3) . . ? C7 C6 C5 125.0(4) . . ? N1 C5 C4 121.8(4) . . ? N1 C5 C6 114.3(3) . . ? C4 C5 C6 123.9(4) . . ? N1 C1 C2 122.3(4) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C27 N7 C28 121.6(12) . . ? C27 N7 C26 125.8(12) . . ? C28 N7 C26 112.4(10) . . ? C3 C2 C1 120.3(4) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 118.1(4) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C5 C4 C3 120.3(4) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? N3 C11 C12 123.6(4) . . ? N3 C11 H9 118.2 . . ? C12 C11 H9 118.2 . . ? C11 C12 C13 119.3(4) . . ? C11 C12 H10 120.4 . . ? C13 C12 H10 120.4 . . ? C14 C13 C12 118.4(4) . . ? C14 C13 H11 120.8 . . ? C12 C13 H11 120.8 . . ? C13 C14 C15 120.4(5) . . ? C13 C14 H12 119.8 . . ? C15 C14 H12 119.8 . . ? N3 C15 C14 121.3(4) . . ? N3 C15 C16 113.9(3) . . ? C14 C15 C16 124.8(4) . . ? N4 C16 C17 121.6(4) . . ? N4 C16 C15 114.2(3) . . ? C17 C16 C15 124.1(4) . . ? C18 C17 C16 120.1(5) . . ? C18 C17 H13 120.0 . . ? C16 C17 H13 120.0 . . ? C19 C18 C17 118.4(4) . . ? C19 C18 H14 120.8 . . ? C17 C18 H14 120.8 . . ? C18 C19 C20 120.1(5) . . ? C18 C19 H15 119.9 . . ? C20 C19 H15 119.9 . . ? N4 C20 C19 122.4(5) . . ? N4 C20 H16 118.8 . . ? C19 C20 H16 118.8 . . ? O3 C25 O4 124.0(4) . . ? O3 C25 C23 120.5(4) . . ? O4 C25 C23 115.5(3) . . ? N5 C23 C22 108.5(3) . . ? N5 C23 C25 115.6(4) . . ? C22 C23 C25 135.8(4) . . ? N6 C22 C23 108.7(4) . . ? N6 C22 C24 122.3(4) . . ? C23 C22 C24 128.9(4) . . ? N6 C21 N5 114.7(4) . . ? N6 C21 H21 122.7 . . ? N5 C21 H21 122.7 . . ? O1 C24 O2 120.2(5) . . ? O1 C24 C22 123.1(5) . . ? O2 C24 C22 116.6(4) . . ? N7 C26 H26A 109.5 . . ? N7 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N7 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N7 C27 H27A 109.5 . . ? N7 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N7 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? O5 C28 N7 105.2(14) . . ? O5 C28 H28 127.4 . . ? N7 C28 H28 127.4 . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 29.23 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 2.506 _refine_diff_density_min -1.058 _refine_diff_density_rms 0.131 data_Os_protonated _database_code_depnum_ccdc_archive 'CCDC 862660' #TrackingRef 'Os_protonated.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H19 Cl N6 O9 Os' _chemical_formula_weight 773.11 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' 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 15.5762(5) _cell_length_b 12.8823(4) _cell_length_c 15.1334(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.6790(10) _cell_angle_gamma 90.00 _cell_volume 2759.26(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9835 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 28.26 _exptl_crystal_description diamond _exptl_crystal_colour black _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.861 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 4.782 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2274 _exptl_absorpt_correction_T_max 0.3811 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 44998 _diffrn_reflns_av_R_equivalents 0.0408 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 28.41 _reflns_number_total 6891 _reflns_number_gt 5486 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1000P)^2^+0.0000P] 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 6891 _refine_ls_number_parameters 374 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0319 _refine_ls_wR_factor_ref 0.1069 _refine_ls_wR_factor_gt 0.0997 _refine_ls_goodness_of_fit_ref 0.814 _refine_ls_restrained_S_all 0.814 _refine_ls_shift/su_max 0.001 _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 Os01 Os 0.709955(9) 0.125985(11) 0.917107(9) 0.02846(8) Uani 1 1 d . . . C15 C 0.5142(3) 0.1785(4) 0.8676(3) 0.0432(9) Uani 1 1 d . . . C16 C 0.5176(3) 0.0670(3) 0.8814(3) 0.0405(9) Uani 1 1 d . . . C10 C 0.8686(3) -0.0248(3) 1.0276(3) 0.0431(9) Uani 1 1 d . . . H1 H 0.8631 -0.0006 1.0829 0.052 Uiso 1 1 calc R . . N2 N 0.8128(2) 0.0175(2) 0.9417(2) 0.0322(7) Uani 1 1 d . . . N5 N 0.8095(2) 0.2435(2) 0.9453(2) 0.0300(6) Uani 1 1 d . . . O1 O 1.0128(2) 0.4936(2) 1.1257(2) 0.0580(8) Uani 1 1 d . . . O3 O 0.8413(2) 0.2550(2) 1.19231(19) 0.0477(7) Uani 1 1 d . . . O4 O 0.7475(2) 0.1581(2) 1.0661(2) 0.0383(6) Uani 1 1 d . . . N6 N 0.9072(3) 0.3707(2) 0.9604(3) 0.0357(8) Uani 1 1 d . . . H6N H 0.9404 0.4151 0.9458 0.043 Uiso 1 1 calc R . . N4 N 0.6060(2) 0.0245(2) 0.9071(2) 0.0349(7) Uani 1 1 d . . . O2 O 0.9561(3) 0.4054(3) 1.2138(2) 0.0574(9) Uani 1 1 d . . . H2O H 0.9188 0.3576 1.2053 0.086 Uiso 1 1 calc R . . N1 N 0.6927(2) 0.0946(2) 0.7804(2) 0.0308(6) Uani 1 1 d . . . C14 C 0.4328(3) 0.2376(4) 0.8394(4) 0.0599(13) Uani 1 1 d . . . H17 H 0.3760 0.2061 0.8305 0.072 Uiso 1 1 calc R . . N3 N 0.5975(2) 0.2239(2) 0.8804(2) 0.0341(7) Uani 1 1 d . . . C19 C 0.5415(4) -0.1407(3) 0.9155(4) 0.0540(13) Uani 1 1 d . . . H12 H 0.5515 -0.2114 0.9281 0.065 Uiso 1 1 calc R . . C23 C 0.8444(3) 0.2792(3) 1.0390(2) 0.0313(7) Uani 1 1 d . . . C21 C 0.8480(3) 0.3013(3) 0.8998(3) 0.0363(8) Uani 1 1 d . . . H23 H 0.8356 0.2948 0.8344 0.044 Uiso 1 1 calc R . . C22 C 0.9059(3) 0.3587(3) 1.0494(3) 0.0326(8) Uani 1 1 d . . . C9 C 0.9334(4) -0.1017(4) 1.0389(4) 0.0576(13) Uani 1 1 d . . . H2 H 0.9692 -0.1303 1.0997 0.069 Uiso 1 1 calc R . . C8 C 0.9439(4) -0.1354(4) 0.9573(5) 0.0581(15) Uani 1 1 d . . . H3 H 0.9870 -0.1875 0.9622 0.070 Uiso 1 1 calc R . . C4 C 0.7516(3) 0.0044(3) 0.6794(3) 0.0440(9) Uani 1 1 d . . . H7 H 0.7968 -0.0391 0.6738 0.053 Uiso 1 1 calc R . . C17 C 0.4407(3) 0.0052(4) 0.8710(3) 0.0535(11) Uani 1 1 d . . . H14 H 0.3811 0.0347 0.8517 0.064 Uiso 1 1 calc R . . C24 C 0.9635(3) 0.4247(3) 1.1333(3) 0.0408(9) Uani 1 1 d . . . C5 C 0.7568(2) 0.0280(3) 0.7703(3) 0.0333(7) Uani 1 1 d . . . C2 C 0.6146(4) 0.1081(3) 0.6069(3) 0.0508(12) Uani 1 1 d . . . H9 H 0.5647 0.1339 0.5520 0.061 Uiso 1 1 calc R . . C18 C 0.4529(4) -0.0992(4) 0.8894(4) 0.0581(13) Uani 1 1 d . . . H13 H 0.4024 -0.1411 0.8843 0.070 Uiso 1 1 calc R . . C25 C 0.8103(3) 0.2280(3) 1.1066(3) 0.0349(8) Uani 1 1 d . . . C7 C 0.8894(3) -0.0908(4) 0.8680(4) 0.0481(10) Uani 1 1 d . . . H4 H 0.8971 -0.1113 0.8128 0.058 Uiso 1 1 calc R . . C11 C 0.5987(3) 0.3274(3) 0.8671(3) 0.0426(9) Uani 1 1 d . . . H20 H 0.6559 0.3588 0.8774 0.051 Uiso 1 1 calc R . . C6 C 0.8236(3) -0.0156(3) 0.8615(3) 0.0340(8) Uani 1 1 d . . . C13 C 0.4355(4) 0.3421(4) 0.8246(4) 0.0684(15) Uani 1 1 d . . . H18 H 0.3806 0.3815 0.8048 0.082 Uiso 1 1 calc R . . C3 C 0.6812(3) 0.0439(3) 0.5975(3) 0.0521(11) Uani 1 1 d . . . H8 H 0.6781 0.0278 0.5364 0.063 Uiso 1 1 calc R . . C20 C 0.6144(3) -0.0777(3) 0.9229(3) 0.0424(9) Uani 1 1 d . . . H11 H 0.6735 -0.1076 0.9400 0.051 Uiso 1 1 calc R . . C12 C 0.5196(5) 0.3880(4) 0.8392(4) 0.0601(15) Uani 1 1 d . . . H19 H 0.5229 0.4591 0.8304 0.072 Uiso 1 1 calc R . . C1 C 0.6229(4) 0.1333(3) 0.6979(3) 0.0421(10) Uani 1 1 d . . . H10 H 0.5792 0.1787 0.7037 0.051 Uiso 1 1 calc R . . Cl1 Cl 0.7336(3) 0.63150(16) 0.91591(19) 0.1117(9) Uani 1 1 d . . . O9 O 0.9184(12) 0.6966(10) 0.1783(7) 0.412(11) Uani 1 1 d . . . O5 O 0.8100(11) 0.6010(11) 1.0088(11) 0.339(10) Uani 1 1 d . . . O7 O 0.7532(6) 0.7126(7) 0.8751(6) 0.221(5) Uani 1 1 d . . . O6 O 0.6759(16) 0.6455(13) 0.944(2) 0.55(2) Uani 1 1 d . . . O8 O 0.7270(12) 0.5462(14) 0.8770(13) 0.335(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Os01 0.03068(11) 0.02698(10) 0.02816(10) -0.00044(5) 0.01272(8) 0.00000(5) C15 0.038(2) 0.054(3) 0.034(2) -0.0050(18) 0.0119(18) 0.0040(19) C16 0.036(2) 0.051(2) 0.035(2) -0.0068(17) 0.0150(17) 0.0003(18) C10 0.040(2) 0.044(2) 0.038(2) 0.0076(17) 0.0098(18) 0.0049(18) N2 0.0299(16) 0.0289(15) 0.0351(16) -0.0009(13) 0.0108(13) -0.0054(13) N5 0.0334(17) 0.0307(15) 0.0295(15) -0.0015(12) 0.0165(13) -0.0025(13) O1 0.067(2) 0.0638(19) 0.0458(17) -0.0115(14) 0.0259(15) -0.0343(16) O3 0.0619(19) 0.0560(17) 0.0310(14) -0.0046(12) 0.0252(14) -0.0152(14) O4 0.0429(17) 0.0402(13) 0.0348(14) -0.0028(12) 0.0192(13) -0.0117(13) N6 0.039(2) 0.0392(19) 0.0325(18) 0.0024(13) 0.0192(16) -0.0048(13) N4 0.0388(18) 0.0329(16) 0.0341(16) -0.0025(13) 0.0163(14) -0.0009(14) O2 0.071(2) 0.0666(18) 0.0381(17) -0.0093(16) 0.0268(17) -0.0257(19) N1 0.0360(18) 0.0291(14) 0.0283(15) -0.0005(12) 0.0143(14) -0.0023(13) C14 0.037(2) 0.075(3) 0.065(3) -0.001(3) 0.018(2) 0.013(2) N3 0.0364(18) 0.0351(16) 0.0311(16) -0.0002(13) 0.0144(14) 0.0078(13) C19 0.070(4) 0.043(2) 0.056(3) -0.010(2) 0.034(3) -0.017(2) C23 0.0355(19) 0.0331(17) 0.0267(17) 0.0017(14) 0.0145(15) 0.0035(15) C21 0.045(2) 0.040(2) 0.0285(18) 0.0007(15) 0.0203(17) -0.0026(17) C22 0.036(2) 0.0358(18) 0.0271(18) -0.0023(14) 0.0146(17) -0.0016(15) C9 0.055(3) 0.054(3) 0.052(3) 0.013(2) 0.010(2) 0.011(2) C8 0.045(3) 0.054(3) 0.067(4) -0.001(2) 0.014(3) 0.019(2) C4 0.054(3) 0.041(2) 0.045(2) -0.0046(17) 0.030(2) 0.0019(18) C17 0.039(2) 0.068(3) 0.050(3) -0.012(2) 0.016(2) -0.010(2) C24 0.046(2) 0.044(2) 0.033(2) -0.0046(17) 0.0167(18) -0.0073(18) C5 0.0328(19) 0.0303(17) 0.0389(19) -0.0001(15) 0.0169(16) -0.0053(14) C2 0.061(3) 0.052(3) 0.031(2) 0.0039(18) 0.011(2) 0.005(2) C18 0.051(3) 0.060(3) 0.069(3) -0.023(3) 0.031(3) -0.024(2) C25 0.037(2) 0.039(2) 0.0308(17) 0.0014(16) 0.0159(16) 0.0021(16) C7 0.045(3) 0.045(2) 0.059(3) -0.002(2) 0.025(2) 0.010(2) C11 0.052(3) 0.033(2) 0.041(2) -0.0008(17) 0.018(2) 0.0075(18) C6 0.034(2) 0.0305(17) 0.039(2) -0.0030(15) 0.0174(16) -0.0047(15) C13 0.053(3) 0.068(3) 0.072(4) 0.004(3) 0.015(3) 0.030(3) C3 0.076(3) 0.048(2) 0.032(2) -0.0024(18) 0.023(2) -0.002(2) C20 0.045(2) 0.036(2) 0.050(2) -0.0037(18) 0.023(2) -0.0070(18) C12 0.081(4) 0.048(3) 0.049(3) 0.003(2) 0.025(3) 0.020(3) C1 0.044(3) 0.043(2) 0.034(2) 0.0059(15) 0.011(2) 0.0081(16) Cl1 0.1340(19) 0.0738(14) 0.0985(18) 0.0288(10) 0.0200(15) -0.0034(11) O9 0.70(3) 0.330(14) 0.141(7) -0.008(9) 0.119(12) -0.328(18) O5 0.294(17) 0.354(15) 0.247(15) 0.176(13) -0.007(11) -0.024(12) O7 0.204(8) 0.209(8) 0.192(7) 0.103(6) 0.025(6) -0.094(6) O6 0.64(4) 0.46(2) 0.91(5) 0.51(3) 0.70(4) 0.42(2) _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 Os01 N1 2.012(3) . ? Os01 N4 2.037(3) . ? Os01 N2 2.039(3) . ? Os01 N3 2.039(3) . ? Os01 N5 2.079(3) . ? Os01 O4 2.121(3) . ? C15 N3 1.362(5) . ? C15 C14 1.384(6) . ? C15 C16 1.449(7) . ? C16 N4 1.379(5) . ? C16 C17 1.391(6) . ? C10 N2 1.342(5) . ? C10 C9 1.373(6) . ? N2 C6 1.362(5) . ? N5 C21 1.316(5) . ? N5 C23 1.369(4) . ? O1 C24 1.210(5) . ? O3 C25 1.231(4) . ? O4 C25 1.282(5) . ? N6 C21 1.336(5) . ? N6 C22 1.364(5) . ? N4 C20 1.334(5) . ? O2 C24 1.294(5) . ? N1 C1 1.362(5) . ? N1 C5 1.373(5) . ? C14 C13 1.368(8) . ? N3 C11 1.349(5) . ? C19 C20 1.363(6) . ? C19 C18 1.375(8) . ? C23 C22 1.366(5) . ? C23 C25 1.489(5) . ? C22 C24 1.479(5) . ? C9 C8 1.382(8) . ? C8 C7 1.384(8) . ? C4 C3 1.366(6) . ? C4 C5 1.378(5) . ? C17 C18 1.371(7) . ? C5 C6 1.450(5) . ? C2 C1 1.368(7) . ? C2 C3 1.378(6) . ? C7 C6 1.383(5) . ? C11 C12 1.369(7) . ? C13 C12 1.369(9) . ? Cl1 O6 1.151(12) . ? Cl1 O8 1.231(17) . ? Cl1 O7 1.312(7) . ? Cl1 O5 1.467(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 N1 Os01 N4 91.91(12) . . ? N1 Os01 N2 78.92(13) . . ? N4 Os01 N2 96.46(14) . . ? N1 Os01 N3 96.52(13) . . ? N4 Os01 N3 79.12(15) . . ? N2 Os01 N3 173.61(12) . . ? N1 Os01 N5 97.20(12) . . ? N4 Os01 N5 169.71(11) . . ? N2 Os01 N5 90.01(14) . . ? N3 Os01 N5 95.02(14) . . ? N1 Os01 O4 172.46(11) . . ? N4 Os01 O4 93.58(11) . . ? N2 Os01 O4 95.31(12) . . ? N3 Os01 O4 89.59(12) . . ? N5 Os01 O4 77.81(11) . . ? N3 C15 C14 120.2(4) . . ? N3 C15 C16 115.5(3) . . ? C14 C15 C16 124.3(4) . . ? N4 C16 C17 121.1(4) . . ? N4 C16 C15 114.0(3) . . ? C17 C16 C15 124.9(4) . . ? N2 C10 C9 124.0(4) . . ? C10 N2 C6 117.7(3) . . ? C10 N2 Os01 126.7(3) . . ? C6 N2 Os01 115.6(3) . . ? C21 N5 C23 106.3(3) . . ? C21 N5 Os01 140.2(3) . . ? C23 N5 Os01 113.4(2) . . ? C25 O4 Os01 117.5(2) . . ? C21 N6 C22 108.1(3) . . ? C20 N4 C16 117.0(4) . . ? C20 N4 Os01 127.2(3) . . ? C16 N4 Os01 115.8(3) . . ? C1 N1 C5 117.7(3) . . ? C1 N1 Os01 125.6(3) . . ? C5 N1 Os01 116.6(2) . . ? C13 C14 C15 120.4(5) . . ? C11 N3 C15 118.4(4) . . ? C11 N3 Os01 126.0(3) . . ? C15 N3 Os01 115.6(3) . . ? C20 C19 C18 119.6(5) . . ? C22 C23 N5 109.2(3) . . ? C22 C23 C25 133.4(3) . . ? N5 C23 C25 117.4(3) . . ? N5 C21 N6 110.8(3) . . ? N6 C22 C23 105.6(3) . . ? N6 C22 C24 122.0(4) . . ? C23 C22 C24 132.4(4) . . ? C10 C9 C8 118.1(5) . . ? C9 C8 C7 119.3(4) . . ? C3 C4 C5 120.9(4) . . ? C18 C17 C16 119.9(5) . . ? O1 C24 O2 122.6(4) . . ? O1 C24 C22 121.4(4) . . ? O2 C24 C22 116.0(4) . . ? N1 C5 C4 120.5(3) . . ? N1 C5 C6 113.8(3) . . ? C4 C5 C6 125.7(3) . . ? C1 C2 C3 119.1(4) . . ? C17 C18 C19 118.5(5) . . ? O3 C25 O4 125.9(3) . . ? O3 C25 C23 120.3(3) . . ? O4 C25 C23 113.8(3) . . ? C6 C7 C8 119.6(4) . . ? N3 C11 C12 122.8(5) . . ? N2 C6 C7 121.3(4) . . ? N2 C6 C5 114.8(3) . . ? C7 C6 C5 123.8(4) . . ? C14 C13 C12 119.4(5) . . ? C4 C3 C2 119.0(4) . . ? N4 C20 C19 123.9(4) . . ? C13 C12 C11 118.8(5) . . ? N1 C1 C2 122.8(4) . . ? O6 Cl1 O8 113.1(16) . . ? O6 Cl1 O7 114.6(9) . . ? O8 Cl1 O7 118.4(13) . . ? O6 Cl1 O5 97.9(14) . . ? O8 Cl1 O5 95.2(9) . . ? O7 Cl1 O5 114.1(7) . . ? # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.790 -0.078 0.195 36 6 ' ' 2 0.210 0.078 0.805 36 7 ' ' 3 0.210 0.422 0.305 36 7 ' ' 4 0.790 0.578 0.695 36 7 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.41 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.902 _refine_diff_density_min -1.582 _refine_diff_density_rms 0.126