data_rueg07 _audit_creation_date 02-26-11 _audit_creation_method CRYSTALS_ver_12-03-99 _refine_special_details ; The PF6- anion is disordered about a .m. special position. Part of the PF6-, comprising 42.4% of the total fluorine occupancy, is disordered about the mirror, with one FPF axis (F31-P1-F41) lying in the mirror plane. The remaining electron density appears to be consistent with a PF6 oriented with a PF4 moiety in the mirror plane. Successive cycles of refinement and difference maps showed that this PF4 unit was completely disordered, and so the four part weight F-atoms were modelled with a torus of electron density centred on the P-site with a radius restrained to 1.58(2) \%A. The atom labelled F2 below therefore actually represents a torus of electron density around the PF6- in the mirror plane. It is unlikely that cif-checking procedures will be able to cope with a model of this type. Additionally the en ligand is dosordered over the same mirror plane. ; _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? _refine_ls_matrix_type full _atom_sites_solution_primary direct _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2001) ; _computing_publication_material ; CRYSTALS (Watkin et al 2001) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 9.4894(7) _cell_angle_alpha 90 _cell_length_b 9.1081(7) _cell_angle_beta 90 _cell_length_c 22.7475(18) _cell_angle_gamma 90 _cell_volume 1966.1(3) _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'P n m a ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' '-x+1/2,y+1/2,z+1/2' 'x+1/2,-y+1/2,-z+1/2' 'x,-y+1/2,z' '-x,y+1/2,-z' '-x+1/2,-y,z+1/2' 'x+1/2,y,-z+1/2' # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration '.' loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International_Tables_Vol_IV_Table_2.2B' 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International_Tables_Vol_IV_Table_2.2B' 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International_Tables_Vol_IV_Table_2.2B' 'F ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International_Tables_Vol_IV_Table_2.2B' 'P ' 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International_Tables_Vol_IV_Table_2.2B' 'Ru ' -1.2594 0.8363 19.2674 0.8085 12.9182 8.4347 4.8634 24.7997 1.5676 94.2928 5.3787 'International_Tables_Vol_IV_Table_2.2B' 'I ' -0.4742 1.8119 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776 4.0712 'International_Tables_Vol_IV_Table_2.2B' _cell_formula_units_Z 4 _chemical_formula_sum ' C14 H26 F6 I1 N2 P1 Ru1 ' _chemical_formula_moiety ' C14 H26 F6 I1 N2 P1 Ru1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 595.31 _cell_measurement_reflns_used 4556 _cell_measurement_theta_min 2 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description ' needle' _exptl_crystal_colour ' orange ' _exptl_crystal_size_min 0.17 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_max 0.77 _exptl_crystal_density_diffrn 2.011 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1160.000 _exptl_absorpt_coefficient_mu 2.504 # Sheldrick geometric definitions 0.61 0.61 _diffrn_measurement_device_type ; Bruker SMART ; _diffrn_radiation_monochromator graphite _computing_data_collection ; SMART (Siemens, 1993) ; _computing_data_reduction ; SAINT (Siemens ,1995) ; _computing_cell_refinement ; SAINT (Siemens ,1995) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Siemens, 1996) ; _exptl_absorpt_correction_T_min 0.761 _exptl_absorpt_correction_T_max 1.000 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_reflns_number 11965 _reflns_number_total 2539 _diffrn_reflns_av_R_equivalents 0.03 # Number of reflections with Friedels Law is 2539 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 2527 _diffrn_reflns_theta_min 1.790 _diffrn_reflns_theta_max 28.643 _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 27.497 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _reflns_limit_h_min 0 _reflns_limit_h_max 12 _reflns_limit_k_min 0 _reflns_limit_k_max 12 _reflns_limit_l_min 0 _reflns_limit_l_max 30 _refine_diff_density_min -1.96 _refine_diff_density_max 2.54 _refine_ls_number_reflns 2531 _refine_ls_number_parameters 115 #_refine_ls_R_factor_ref 0.0511 _refine_ls_wR_factor_ref 0.1276 _refine_ls_goodness_of_fit_ref 1.0017 #_reflns_number_all 2539 _refine_ls_R_factor_all 0.0518 _refine_ls_wR_factor_all 0.1291 # No actual I/u(I) cutoff was used for refinement. The # threshold below is used for "_gt" information ONLY: _reflns_threshold_expression I>2.00u(I) _reflns_number_gt 2405 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_gt 0.1261 _refine_ls_shift/su_max 0.003 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method = SHELXL 97 (Sheldrick, 1997) W = q / [Sigma^2(F*)+(P(1)p)^2+P(2)p+P(4)+P(5)Sin(theta) ] 0.582E-01 23.6 0.00 0.00 0.00 0.333 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 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_occupancy _atom_site_adp_type _atom_site_attached_hydrogens Ru1 Ru -0.06053(6) 0.2500 -0.10231(2) 0.0149 1.0000 Uani . I1 I 0.03344(6) 0.2500 0.01050(2) 0.0273 1.0000 Uani . N11 N -0.2193(5) 0.1000(3) -0.0716(2) 0.0284 1.0000 Uani . C21 C -0.3237(9) 0.1757(5) -0.0363(4) 0.040(3) 0.5000 Uiso . C31 C -0.3528(6) 0.3229(5) -0.0634(5) 0.042(3) 0.5000 Uiso . C12 C -0.0722(6) 0.3286(6) -0.1930(2) 0.0254 1.0000 Uani . C22 C 0.0395(6) 0.4062(6) -0.1643(2) 0.0257 1.0000 Uani . C32 C 0.1460(6) 0.3291(7) -0.1343(2) 0.0272 1.0000 Uani . C42 C -0.1860(9) 0.4139(9) -0.2243(3) 0.0501 1.0000 Uani . C52 C 0.0414(9) 0.5713(7) -0.1660(3) 0.0432 1.0000 Uani . C62 C 0.2607(8) 0.412(1) -0.1021(3) 0.0500 1.0000 Uani . P1 P 0.4503(2) 0.2500 0.13678(14) 0.0422 1.0000 Uani . F11 F 0.4515(17) 0.1664(16) 0.0734(5) 0.057(4) 0.2120 Uiso . F21 F 0.4491(16) 0.3248(16) 0.1995(5) 0.057(4) 0.2120 Uiso . F31 F 0.6190(9) 0.2500 0.1329(5) 0.041(2) 0.4240 Uiso . F41 F 0.2829(9) 0.2500 0.1330(5) 0.041(2) 0.4240 Uiso . F51 F 0.4567(14) 0.0872(11) 0.1670(6) 0.031(3) 0.2120 Uiso . F61 F 0.4461(13) 0.4049(11) 0.1051(5) 0.031(3) 0.2120 Uiso . F12 F 0.4471(9) 0.0739(6) 0.1409(4) 0.058(2) 0.5760 Uiso . F2 F 0.4503(2) 0.2500 0.13678(14) 0.064(4) 2.3040 Uiso . H111 H -0.2668 0.0540 -0.1063 0.0341 0.5000 Uiso . H112 H -0.1736 0.0220 -0.0473 0.0341 0.5000 Uiso . H113 H -0.2322 0.0200 -0.1012 0.0341 0.5000 Uiso . H114 H -0.1886 0.0566 -0.0334 0.0341 0.5000 Uiso . H211 H -0.4126 0.1167 -0.0351 0.0474 0.5000 Uiso . H212 H -0.2871 0.1891 0.0045 0.0474 0.5000 Uiso . H311 H -0.4153 0.3812 -0.0368 0.0500 0.5000 Uiso . H312 H -0.4003 0.3094 -0.1022 0.0500 0.5000 Uiso . H421 H -0.1684 0.5215 -0.2195 0.0751 1.0000 Uiso . H422 H -0.1851 0.3884 -0.2671 0.0751 1.0000 Uiso . H423 H -0.2799 0.3884 -0.2071 0.0751 1.0000 Uiso . H521 H 0.1255 0.6083 -0.1441 0.0647 1.0000 Uiso . H522 H 0.0462 0.6051 -0.2078 0.0647 1.0000 Uiso . H523 H -0.0464 0.6102 -0.1473 0.0647 1.0000 Uiso . H621 H 0.3270 0.3407 -0.0834 0.0750 1.0000 Uiso . H622 H 0.3135 0.4751 -0.1306 0.0750 1.0000 Uiso . H623 H 0.2173 0.4754 -0.0711 0.0750 1.0000 Uiso . 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 Ru1 0.0168(3) 0.0141(3) 0.0139(3) 0.0000 -0.00017(18) 0.0000 I1 0.0398(3) 0.0261(3) 0.0161(3) 0.0000 -0.00642(19) 0.0000 N11 0.029(2) 0.028(2) 0.029(2) 0.000(2) 0.0027(18) -0.009(2) C12 0.036(3) 0.025(3) 0.016(2) 0.001(2) 0.000(2) 0.005(2) C22 0.040(3) 0.019(2) 0.019(2) 0.001(2) 0.009(2) -0.002(2) C32 0.025(3) 0.032(3) 0.024(2) -0.003(2) 0.003(2) -0.006(2) C42 0.058(4) 0.056(5) 0.036(3) 0.011(3) -0.013(3) 0.023(4) C52 0.082(5) 0.017(3) 0.031(3) 0.001(2) 0.014(3) -0.005(3) C62 0.037(3) 0.065(5) 0.049(4) -0.002(4) -0.003(3) -0.028(4) P1 0.020(1) 0.0322(12) 0.074(2) 0.0000 -0.0074(11) 0.0000 F2 0.064(4) 1.615(9) -0.9000 0.9000 0.0000 0.0000 _refine_ls_extinction_method 'None' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ru1 . I1 . 2.7166(7) yes Ru1 . N11 . 2.150(4) yes Ru1 . N11 5_555 2.150(4) yes Ru1 . C12 . 2.187(5) yes Ru1 . C12 5_555 2.187(5) yes Ru1 . C22 . 2.217(5) yes Ru1 . C22 5_555 2.217(5) yes Ru1 . C32 . 2.211(5) yes Ru1 . C32 5_555 2.211(5) yes N11 . C21 . 1.450(5) yes N11 . C31 5_555 1.461(5) yes N11 . H111 . 1.000 no N11 . H112 . 1.000 no N11 . H113 . 1.000 no N11 . H114 . 1.000 no C21 . C21 5_555 1.354(9) yes C21 . C31 . 1.500(3) yes C21 . C31 5_555 0.674(6) yes C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H311 5_555 1.012 no C31 . C31 5_555 1.327(9) yes C31 . H211 5_555 1.018 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C12 . C12 5_555 1.432(11) yes C12 . C22 . 1.432(8) yes C12 . C42 . 1.509(8) yes C22 . C32 . 1.407(8) yes C22 . C52 . 1.505(8) yes C32 . C32 5_555 1.441(12) yes C32 . C62 . 1.514(8) yes C42 . H421 . 1.000 no C42 . H422 . 1.000 no C42 . H423 . 1.000 no C52 . H521 . 1.000 no C52 . H522 . 1.000 no C52 . H523 . 1.000 no C62 . H621 . 1.000 no C62 . H622 . 1.000 no C62 . H623 . 1.000 no P1 . F11 . 1.63(1) yes P1 . F11 5_555 1.63(1) yes P1 . F21 . 1.58(1) yes P1 . F21 5_555 1.58(1) yes P1 . F31 . 1.604(8) yes P1 . F41 . 1.590(8) yes P1 . F51 . 1.636(9) yes P1 . F51 5_555 1.636(9) yes P1 . F61 . 1.584(9) yes P1 . F61 5_555 1.584(9) yes P1 . F12 . 1.607(6) yes P1 . F12 5_555 1.607(6) yes F11 . F11 5_555 1.52(3) yes F11 . F61 5_555 0.97(2) yes F11 . F2 . 1.63(1) yes F21 . F21 5_555 1.36(3) yes F21 . F51 5_555 1.09(2) yes F21 . F12 5_555 1.621(16) yes F21 . F2 . 1.58(1) yes F31 . F2 . 1.604(8) yes F41 . F2 . 1.590(8) yes F51 . F61 5_555 1.413(19) yes F51 . F12 . 0.612(14) yes F51 . F2 . 1.636(9) yes F61 . F12 5_555 0.836(14) yes F61 . F2 . 1.584(9) yes F12 . F2 . 1.607(6) yes H111 . H113 . 0.465 no H112 . H114 . 0.469 no H211 . H311 5_555 0.049 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag I1 . Ru1 . N11 . 85.61(12) yes I1 . Ru1 . N11 5_555 85.61(12) yes N11 . Ru1 . N11 5_555 78.89(16) yes I1 . Ru1 . C12 . 155.21(15) yes N11 . Ru1 . C12 . 118.6(2) yes N11 5_555 Ru1 . C12 . 93.59(18) yes I1 . Ru1 . C12 5_555 155.21(15) yes N11 . Ru1 . C12 5_555 93.59(18) yes N11 5_555 Ru1 . C12 5_555 118.6(2) yes C12 . Ru1 . C12 5_555 38.2(3) yes I1 . Ru1 . C22 . 117.41(15) yes N11 . Ru1 . C22 . 156.1(2) yes N11 5_555 Ru1 . C22 . 95.68(17) yes C12 . Ru1 . C22 . 37.9(2) yes C12 5_555 Ru1 . C22 . 68.4(2) yes I1 . Ru1 . C22 5_555 117.41(15) yes N11 . Ru1 . C22 5_555 95.68(17) yes N11 5_555 Ru1 . C22 5_555 156.1(2) yes C12 . Ru1 . C22 5_555 68.4(2) yes C12 5_555 Ru1 . C22 5_555 37.9(2) yes I1 . Ru1 . C32 . 91.16(14) yes N11 . Ru1 . C32 . 159.21(18) yes N11 5_555 Ru1 . C32 . 121.39(18) yes C12 . Ru1 . C32 . 68.1(2) yes C12 5_555 Ru1 . C32 . 80.8(2) yes I1 . Ru1 . C32 5_555 91.16(14) yes N11 . Ru1 . C32 5_555 121.39(18) yes N11 5_555 Ru1 . C32 5_555 159.21(18) yes C12 . Ru1 . C32 5_555 80.8(2) yes C12 5_555 Ru1 . C32 5_555 68.1(2) yes C22 . Ru1 . C22 5_555 79.8(3) yes C22 . Ru1 . C32 . 37.0(2) yes C22 5_555 Ru1 . C32 . 67.7(2) yes C22 . Ru1 . C32 5_555 67.7(2) yes C22 5_555 Ru1 . C32 5_555 37.0(2) yes C32 . Ru1 . C32 5_555 38.0(3) yes Ru1 . N11 . C21 . 110.91(18) yes Ru1 . N11 . C31 5_555 110.14(18) yes C21 . N11 . C31 5_555 26.8(2) yes Ru1 . N11 . H111 . 109.106 no C21 . N11 . H111 . 109.099 no C31 5_555 N11 . H111 . 84.942 no Ru1 . N11 . H112 . 109.109 no C21 . N11 . H112 . 109.115 no C31 5_555 N11 . H112 . 130.273 no H111 . N11 . H112 . 109.483 no Ru1 . N11 . H113 . 109.303 no C21 . N11 . H113 . 129.459 no C31 5_555 N11 . H113 . 109.309 no H111 . N11 . H113 . 26.905 no H112 . N11 . H113 . 84.731 no Ru1 . N11 . H114 . 109.300 no C21 . N11 . H114 . 84.527 no C31 5_555 N11 . H114 . 109.293 no H111 . N11 . H114 . 130.604 no H112 . N11 . H114 . 27.124 no H113 . N11 . H114 . 109.483 no N11 . C21 . C21 5_555 118.37(16) yes N11 . C21 . C31 . 108.87(19) yes C21 5_555 C21 . C31 . 26.7(3) yes N11 . C21 . C31 5_555 77.5(5) yes C21 5_555 C21 . C31 5_555 88.9(6) yes C31 . C21 . C31 5_555 62.2(7) yes N11 . C21 . H211 . 109.637 no C21 5_555 C21 . H211 . 122.503 no C31 . C21 . H211 . 109.639 no C31 5_555 C21 . H211 . 71.951 no N11 . C21 . H212 . 109.621 no C21 5_555 C21 . H212 . 82.964 no C31 . C21 . H212 . 109.605 no C31 5_555 C21 . H212 . 171.042 no H211 . C21 . H212 . 109.457 no N11 . C21 . H311 5_555 109.750 no C21 5_555 C21 . H311 5_555 120.839 no C31 . C21 . H311 5_555 107.213 no C31 5_555 C21 . H311 5_555 69.477 no H211 . C21 . H311 5_555 2.709 no H212 . C21 . H311 5_555 111.718 no N11 5_555 C31 . C21 . 108.81(19) yes N11 5_555 C31 . C21 5_555 75.7(5) yes C21 . C31 . C21 5_555 64.4(7) yes N11 5_555 C31 . C31 5_555 118.73(16) yes C21 . C31 . C31 5_555 26.7(3) yes C21 5_555 C31 . C31 5_555 91.1(6) yes N11 5_555 C31 . H211 5_555 107.711 no C21 . C31 . H211 5_555 109.087 no C21 5_555 C31 . H211 5_555 69.030 no C31 5_555 C31 . H211 5_555 122.731 no N11 5_555 C31 . H311 . 109.650 no C21 . C31 . H311 . 109.652 no C21 5_555 C31 . H311 . 71.368 no C31 5_555 C31 . H311 . 122.134 no H211 5_555 C31 . H311 . 2.583 no N11 5_555 C31 . H312 . 109.634 no C21 . C31 . H312 . 109.618 no C21 5_555 C31 . H312 . 173.440 no C31 5_555 C31 . H312 . 82.954 no H211 5_555 C31 . H312 . 111.910 no H311 . C31 . H312 . 109.457 no Ru1 . C12 . C12 5_555 70.89(15) yes Ru1 . C12 . C22 . 72.2(3) yes C12 5_555 C12 . C22 . 119.6(3) yes Ru1 . C12 . C42 . 130.6(4) yes C12 5_555 C12 . C42 . 121.0(4) yes C22 . C12 . C42 . 119.4(6) yes Ru1 . C22 . C12 . 69.9(3) yes Ru1 . C22 . C32 . 71.3(3) yes C12 . C22 . C32 . 120.4(5) yes Ru1 . C22 . C52 . 131.5(4) yes C12 . C22 . C52 . 119.3(6) yes C32 . C22 . C52 . 120.2(6) yes Ru1 . C32 . C22 . 71.7(3) yes Ru1 . C32 . C32 5_555 70.99(16) yes C22 . C32 . C32 5_555 119.9(3) yes Ru1 . C32 . C62 . 129.8(4) yes C22 . C32 . C62 . 120.1(6) yes C32 5_555 C32 . C62 . 120.0(4) yes C12 . C42 . H421 . 109.464 no C12 . C42 . H422 . 109.465 no H421 . C42 . H422 . 109.475 no C12 . C42 . H423 . 109.468 no H421 . C42 . H423 . 109.478 no H422 . C42 . H423 . 109.477 no C22 . C52 . H521 . 109.463 no C22 . C52 . H522 . 109.462 no H521 . C52 . H522 . 109.476 no C22 . C52 . H523 . 109.465 no H521 . C52 . H523 . 109.481 no H522 . C52 . H523 . 109.480 no C32 . C62 . H621 . 109.455 no C32 . C62 . H622 . 109.467 no H621 . C62 . H622 . 109.470 no C32 . C62 . H623 . 109.472 no H621 . C62 . H623 . 109.474 no H622 . C62 . H623 . 109.489 no F11 . P1 . F11 5_555 55.6(11) yes F11 . P1 . F21 . 177.7(6) yes F11 5_555 P1 . F21 . 126.7(9) yes F11 . P1 . F21 5_555 126.7(9) yes F11 5_555 P1 . F21 5_555 177.7(6) yes F21 . P1 . F21 5_555 51.0(11) yes F11 . P1 . F31 . 86.8(6) yes F11 5_555 P1 . F31 . 86.8(6) yes F21 . P1 . F31 . 93.2(6) yes F21 5_555 P1 . F31 . 93.2(6) yes F11 . P1 . F41 . 87.7(6) yes F11 5_555 P1 . F41 . 87.7(6) yes F21 . P1 . F41 . 92.4(6) yes F21 5_555 P1 . F41 . 92.4(6) yes F31 . P1 . F41 . 173.8(5) yes F11 . P1 . F51 . 87.0(6) yes F11 5_555 P1 . F51 . 142.6(8) yes F21 . P1 . F51 . 90.7(6) yes F21 5_555 P1 . F51 . 39.7(8) yes F31 . P1 . F51 . 89.2(5) yes F11 . P1 . F51 5_555 142.6(8) yes F11 5_555 P1 . F51 5_555 87.0(6) yes F21 . P1 . F51 5_555 39.7(8) yes F21 5_555 P1 . F51 5_555 90.7(6) yes F31 . P1 . F51 5_555 89.2(5) yes F11 . P1 . F61 . 90.8(6) yes F11 5_555 P1 . F61 . 35.2(8) yes F21 . P1 . F61 . 91.5(6) yes F21 5_555 P1 . F61 . 142.5(8) yes F31 . P1 . F61 . 90.0(5) yes F11 . P1 . F61 5_555 35.2(8) yes F11 5_555 P1 . F61 5_555 90.8(6) yes F21 . P1 . F61 5_555 142.5(8) yes F21 5_555 P1 . F61 5_555 91.5(6) yes F31 . P1 . F61 5_555 90.0(5) yes F11 . P1 . F12 . 65.5(6) yes F11 5_555 P1 . F12 . 121.2(6) yes F21 . P1 . F12 . 112.2(6) yes F21 5_555 P1 . F12 . 61.1(6) yes F31 . P1 . F12 . 91.2(3) yes F11 . P1 . F12 5_555 121.2(6) yes F11 5_555 P1 . F12 5_555 65.5(6) yes F21 . P1 . F12 5_555 61.1(6) yes F21 5_555 P1 . F12 5_555 112.2(6) yes F31 . P1 . F12 5_555 91.2(3) yes F41 . P1 . F51 . 93.4(5) yes F41 . P1 . F51 5_555 93.4(5) yes F51 . P1 . F51 5_555 130.1(10) yes F41 . P1 . F61 . 87.2(5) yes F51 . P1 . F61 . 177.7(6) yes F51 5_555 P1 . F61 . 52.0(7) yes F41 . P1 . F61 5_555 87.2(5) yes F51 . P1 . F61 5_555 52.0(7) yes F51 5_555 P1 . F61 5_555 177.7(6) yes F61 . P1 . F61 5_555 125.8(9) yes F41 . P1 . F12 . 89.1(3) yes F51 . P1 . F12 . 21.8(5) yes F51 5_555 P1 . F12 . 151.8(6) yes F61 . P1 . F12 . 156.2(6) yes F61 5_555 P1 . F12 . 30.4(5) yes F41 . P1 . F12 5_555 89.1(3) yes F51 . P1 . F12 5_555 151.8(6) yes F51 5_555 P1 . F12 5_555 21.8(5) yes F61 . P1 . F12 5_555 30.4(5) yes F61 5_555 P1 . F12 5_555 156.2(6) yes F12 . P1 . F12 5_555 173.0(6) yes P1 . F11 . F11 5_555 62.2(5) yes P1 . F11 . F61 5_555 69.8(8) yes F11 5_555 F11 . F61 5_555 131.9(8) yes F11 5_555 F11 . F2 . 62.2(5) yes F61 5_555 F11 . F2 . 69.8(8) yes P1 . F21 . F21 5_555 64.5(5) yes P1 . F21 . F51 5_555 72.9(8) yes F21 5_555 F21 . F51 5_555 137.2(7) yes P1 . F21 . F12 5_555 60.2(5) yes F21 5_555 F21 . F12 5_555 124.7(5) yes F51 5_555 F21 . F12 5_555 13.4(6) yes F21 5_555 F21 . F2 . 64.5(5) yes F51 5_555 F21 . F2 . 72.9(8) yes F12 5_555 F21 . F2 . 60.2(5) yes P1 . F51 . F21 5_555 67.4(7) yes P1 . F51 . F61 5_555 62.1(6) yes F21 5_555 F51 . F61 5_555 129.1(10) yes P1 . F51 . F12 . 76.5(10) yes F21 5_555 F51 . F12 . 142.2(16) yes F61 5_555 F51 . F12 . 15.0(9) yes F21 5_555 F51 . F2 . 67.4(7) yes F61 5_555 F51 . F2 . 62.1(6) yes F12 . F51 . F2 . 76.5(10) yes P1 . F61 . F11 5_555 75.0(9) yes P1 . F61 . F51 5_555 65.9(6) yes F11 5_555 F61 . F51 5_555 140.4(11) yes P1 . F61 . F12 5_555 76.3(8) yes F11 5_555 F61 . F12 5_555 151.1(14) yes F51 5_555 F61 . F12 5_555 10.9(7) yes F11 5_555 F61 . F2 . 75.0(9) yes F51 5_555 F61 . F2 . 65.9(6) yes F12 5_555 F61 . F2 . 76.3(8) yes P1 . F12 . F21 5_555 58.6(5) yes P1 . F12 . F51 . 81.8(11) yes F21 5_555 F12 . F51 . 24.4(11) yes P1 . F12 . F61 5_555 73.3(8) yes F21 5_555 F12 . F61 5_555 132.0(9) yes F51 . F12 . F61 5_555 154.1(16) yes F21 5_555 F12 . F2 . 58.6(5) yes F51 . F12 . F2 . 81.8(11) yes F61 5_555 F12 . F2 . 73.3(8) yes F11 . F2 . F11 5_555 55.6(11) yes F11 . F2 . F21 . 177.7(6) yes F11 5_555 F2 . F21 . 126.7(9) yes F11 . F2 . F21 5_555 126.7(9) yes F11 5_555 F2 . F21 5_555 177.7(6) yes F21 . F2 . F21 5_555 51.0(11) yes F11 . F2 . F31 . 86.8(6) yes F11 5_555 F2 . F31 . 86.8(6) yes F21 . F2 . F31 . 93.2(6) yes F21 5_555 F2 . F31 . 93.2(6) yes F11 . F2 . F41 . 87.7(6) yes F11 5_555 F2 . F41 . 87.7(6) yes F21 . F2 . F41 . 92.4(6) yes F21 5_555 F2 . F41 . 92.4(6) yes F31 . F2 . F41 . 173.8(5) yes F11 . F2 . F51 . 87.0(6) yes F11 5_555 F2 . F51 . 142.6(8) yes F21 . F2 . F51 . 90.7(6) yes F21 5_555 F2 . F51 . 39.7(8) yes F31 . F2 . F51 . 89.2(5) yes F11 . F2 . F51 5_555 142.6(8) yes F11 5_555 F2 . F51 5_555 87.0(6) yes F21 . F2 . F51 5_555 39.7(8) yes F21 5_555 F2 . F51 5_555 90.7(6) yes F31 . F2 . F51 5_555 89.2(5) yes F11 . F2 . F61 . 90.8(6) yes F11 5_555 F2 . F61 . 35.2(8) yes F21 . F2 . F61 . 91.5(6) yes F21 5_555 F2 . F61 . 142.5(8) yes F31 . F2 . F61 . 90.0(5) yes F11 . F2 . F61 5_555 35.2(8) yes F11 5_555 F2 . F61 5_555 90.8(6) yes F21 . F2 . F61 5_555 142.5(8) yes F21 5_555 F2 . F61 5_555 91.5(6) yes F31 . F2 . F61 5_555 90.0(5) yes F11 . F2 . F12 . 65.5(6) yes F11 5_555 F2 . F12 . 121.2(6) yes F21 . F2 . F12 . 112.2(6) yes F21 5_555 F2 . F12 . 61.1(6) yes F31 . F2 . F12 . 91.2(3) yes F11 . F2 . F12 5_555 121.2(6) yes F11 5_555 F2 . F12 5_555 65.5(6) yes F21 . F2 . F12 5_555 61.1(6) yes F21 5_555 F2 . F12 5_555 112.2(6) yes F31 . F2 . F12 5_555 91.2(3) yes F41 . F2 . F51 . 93.4(5) yes F41 . F2 . F51 5_555 93.4(5) yes F51 . F2 . F51 5_555 130.1(10) yes F41 . F2 . F61 . 87.2(5) yes F51 . F2 . F61 . 177.7(6) yes F51 5_555 F2 . F61 . 52.0(7) yes F41 . F2 . F61 5_555 87.2(5) yes F51 . F2 . F61 5_555 52.0(7) yes F51 5_555 F2 . F61 5_555 177.7(6) yes F61 . F2 . F61 5_555 125.8(9) yes F41 . F2 . F12 . 89.1(3) yes F51 . F2 . F12 . 21.8(5) yes F51 5_555 F2 . F12 . 151.8(6) yes F61 . F2 . F12 . 156.2(6) yes F61 5_555 F2 . F12 . 30.4(5) yes F41 . F2 . F12 5_555 89.1(3) yes F51 . F2 . F12 5_555 151.8(6) yes F51 5_555 F2 . F12 5_555 21.8(5) yes F61 . F2 . F12 5_555 30.4(5) yes F61 5_555 F2 . F12 5_555 156.2(6) yes F12 . F2 . F12 5_555 173.0(6) yes N11 . H111 . H113 . 76.540 no N11 . H112 . H114 . 76.444 no N11 . H113 . H111 . 76.554 no N11 . H114 . H112 . 76.431 no C21 . H211 . C31 5_555 39.018 no C21 . H211 . H311 5_555 102.593 no C31 5_555 H211 . H311 5_555 66.872 no C21 5_555 H311 . C31 . 39.156 no C21 5_555 H311 . H211 5_555 74.698 no C31 . H311 . H211 5_555 110.544 no