data_rueg08 _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 riding #**************************************************************************** # 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 9.5110(6) _cell_angle_alpha 90 _cell_length_b 9.0488(5) _cell_angle_beta 90 _cell_length_c 22.0355(13) _cell_angle_gamma 90 _cell_volume 1896.44(19) _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' 'Br ' -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328 2.9557 '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' _cell_formula_units_Z 4 _chemical_formula_sum ' C14 H26 Br1 F6 N2 P1 Ru1 ' _chemical_formula_moiety ' C14 H26 Br1 F6 N2 P1 Ru1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 548.31 _cell_measurement_reflns_used 5678 _cell_measurement_theta_min 2 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description ' block ' _exptl_crystal_colour ' orange ' _exptl_crystal_size_min 0.52 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 1.920 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1088.000 _exptl_absorpt_coefficient_mu 3.074 # Sheldrick geometric definitions 0.54 0.20 _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 0.54 _exptl_absorpt_correction_T_max 0.20 _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 11933 _reflns_number_total 2453 _diffrn_reflns_av_R_equivalents 0.03 # Number of reflections with Friedels Law is 2453 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 2453 _diffrn_reflns_theta_min 1.848 _diffrn_reflns_theta_max 28.711 _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 27.491 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 20 _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 29 _refine_diff_density_min -1.78 _refine_diff_density_max 1.88 _refine_ls_number_reflns 2453 _refine_ls_number_parameters 115 #_refine_ls_R_factor_ref 0.0556 _refine_ls_wR_factor_ref 0.1282 _refine_ls_goodness_of_fit_ref 1.0352 #_reflns_number_all 2453 _refine_ls_R_factor_all 0.0556 _refine_ls_wR_factor_all 0.1282 # 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 2105 _refine_ls_R_factor_gt 0.0480 _refine_ls_wR_factor_gt 0.1250 _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) ] 0.590E-01 12.1 0.00 0.00 0.00 0.333 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Siemens Industrial Automation, Inc (1993) SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Sheldrick, G.M. (1997). SHELXL-97. Program for the refinement of crystal structures. Univ. of Gottingen, Federal Republic of Germany. Watkin, D.J., Prout, C.K., Carruthers, J.R., Betteridge, P.W. & Cooper R.I. (2001) CRYSTALS Issue 11. Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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 -0.04520(5) 0.2500 -0.09968(2) 0.0137 1.0000 Uani . Br1 Br 0.03370(8) 0.2500 0.01037(3) 0.0256 1.0000 Uani . N11 N -0.2033(4) 0.0994(3) -0.06889(18) 0.0259 1.0000 Uani . C21 C -0.3065(8) 0.1758(5) -0.0318(4) 0.032(2) 0.5000 Uiso . C31 C -0.3371(5) 0.3221(5) -0.0610(4) 0.035(2) 0.5000 Uiso . C12 C -0.0507(5) 0.3284(6) -0.1930(2) 0.0247 1.0000 Uani . C22 C 0.0591(6) 0.4067(5) -0.1618(2) 0.0254 1.0000 Uani . C32 C 0.1617(5) 0.3291(6) -0.1292(2) 0.0263 1.0000 Uani . C42 C -0.1624(7) 0.4146(8) -0.2265(3) 0.0489 1.0000 Uani . C52 C 0.0605(8) 0.5727(6) -0.1630(3) 0.0456 1.0000 Uani . C62 C 0.2735(7) 0.4110(9) -0.0937(3) 0.0526 1.0000 Uani . P1 P 0.4355(2) 0.2500 0.13544(11) 0.0365 1.0000 Uani . F11 F 0.4353(14) 0.1701(14) 0.0687(5) 0.046(3) 0.2120 Uiso . F21 F 0.4344(14) 0.3176(14) 0.2005(4) 0.046(3) 0.2120 Uiso . F31 F 0.6030(8) 0.2500 0.1312(4) 0.0338(18) 0.4240 Uiso . F41 F 0.2683(8) 0.2500 0.1318(4) 0.0338(18) 0.4240 Uiso . F51 F 0.4401(13) 0.083(1) 0.1651(5) 0.026(2) 0.2120 Uiso . F61 F 0.4314(12) 0.407(1) 0.1046(5) 0.026(2) 0.2120 Uiso . F12 F 0.4330(8) 0.0723(6) 0.1395(3) 0.0528(19) 0.5760 Uiso . F2 F 0.4355(2) 0.2500 0.13544(11) 0.056(3) 2.3040 Uiso . H111 H -0.2514 0.0546 -0.1048 0.0311 0.5000 Uiso . H112 H -0.1581 0.0197 -0.0443 0.0311 0.5000 Uiso . H113 H -0.2155 0.0188 -0.0995 0.0311 0.5000 Uiso . H114 H -0.1738 0.0557 -0.0292 0.0311 0.5000 Uiso . H211 H -0.3947 0.1159 -0.0294 0.0387 0.5000 Uiso . H212 H -0.2682 0.1916 0.0099 0.0387 0.5000 Uiso . H311 H -0.4013 0.3812 -0.0346 0.0418 0.5000 Uiso . H312 H -0.3825 0.3062 -0.1015 0.0418 0.5000 Uiso . H421 H -0.1450 0.5229 -0.2213 0.0733 1.0000 Uiso . H422 H -0.1591 0.3890 -0.2706 0.0733 1.0000 Uiso . H423 H -0.2571 0.3890 -0.2098 0.0733 1.0000 Uiso . H521 H 0.1431 0.6097 -0.1393 0.0684 1.0000 Uiso . H522 H 0.0678 0.6077 -0.2059 0.0684 1.0000 Uiso . H523 H -0.0282 0.6112 -0.1445 0.0684 1.0000 Uiso . H621 H 0.3371 0.3381 -0.0734 0.0789 1.0000 Uiso . H622 H 0.3294 0.4745 -0.1219 0.0789 1.0000 Uiso . H623 H 0.2276 0.4744 -0.0622 0.0789 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 0.0150(2) 0.0128(2) 0.0131(2) 0.0000 0.00033(18) 0.0000 Br1 0.0301(4) 0.0312(4) 0.0154(3) 0.0000 -0.0039(3) 0.0000 N11 0.025(2) 0.025(2) 0.028(2) -0.0003(18) 0.0045(17) -0.0073(18) C12 0.035(3) 0.027(3) 0.0119(19) 0.0046(18) 0.0011(18) 0.006(2) C22 0.038(3) 0.018(2) 0.021(2) 0.0011(18) 0.012(2) -0.003(2) C32 0.021(2) 0.036(3) 0.022(2) -0.005(2) 0.0052(18) -0.010(2) C42 0.056(4) 0.057(4) 0.034(3) 0.012(3) -0.009(3) 0.023(3) C52 0.090(5) 0.016(2) 0.031(3) -0.001(2) 0.020(3) -0.004(3) C62 0.043(4) 0.073(5) 0.042(3) -0.001(3) -0.003(3) -0.034(4) P1 0.0190(9) 0.0305(11) 0.0601(15) 0.0000 -0.0057(9) 0.0000 F2 0.056(3) 1.604(8) -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 . Br1 . 2.5386(8) yes Ru1 . N11 . 2.139(3) yes Ru1 . N11 5_555 2.139(3) yes Ru1 . C12 . 2.177(4) yes Ru1 . C12 5_555 2.177(4) yes Ru1 . C22 . 2.206(5) yes Ru1 . C22 5_555 2.206(5) yes Ru1 . C32 . 2.193(5) yes Ru1 . C32 5_555 2.193(5) yes N11 . C21 . 1.452(4) yes N11 . C31 5_555 1.467(4) 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 1.343(8) yes C21 . C31 . 1.500(3) yes C21 . C31 5_555 0.707(5) yes C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H311 5_555 1.040 no C31 . C31 5_555 1.305(8) yes C31 . H211 5_555 1.050 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C12 . C12 5_555 1.42(1) yes C12 . C22 . 1.437(7) yes C12 . C42 . 1.510(7) yes C22 . C32 . 1.401(7) yes C22 . C52 . 1.503(7) yes C32 . C32 5_555 1.431(11) 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 . 1.639(9) yes P1 . F11 5_555 1.639(9) yes P1 . F21 . 1.559(9) yes P1 . F21 5_555 1.559(9) yes P1 . F31 . 1.596(8) yes P1 . F41 . 1.592(8) yes P1 . F51 . 1.647(9) yes P1 . F51 5_555 1.647(9) yes P1 . F61 . 1.575(8) yes P1 . F61 5_555 1.575(8) yes P1 . F12 . 1.610(5) yes P1 . F12 5_555 1.610(5) yes F11 . F11 5_555 1.45(2) yes F11 . F61 5_555 1.055(18) yes F11 . F2 . 1.639(9) yes F21 . F21 5_555 1.22(2) yes F21 . F51 5_555 1.192(18) yes F21 . F2 . 1.559(9) yes F31 . F2 . 1.596(8) yes F41 . F2 . 1.592(8) yes F51 . F61 5_555 1.340(17) yes F51 . F12 . 0.576(12) yes F51 . F2 . 1.647(9) yes F61 . F12 5_555 0.793(11) yes F61 . F2 . 1.575(8) yes F12 . F2 . 1.610(5) yes H111 . H113 . 0.485 no H112 . H114 . 0.488 no H211 . H311 5_555 0.133 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 Br1 . Ru1 . N11 . 84.54(11) yes Br1 . Ru1 . N11 5_555 84.54(11) yes N11 . Ru1 . N11 5_555 79.11(15) yes Br1 . Ru1 . C12 . 155.50(14) yes N11 . Ru1 . C12 . 119.36(18) yes N11 5_555 Ru1 . C12 . 94.31(17) yes Br1 . Ru1 . C12 5_555 155.50(14) yes N11 . Ru1 . C12 5_555 94.31(17) yes N11 5_555 Ru1 . C12 5_555 119.36(18) yes C12 . Ru1 . C12 5_555 38.1(3) yes Br1 . Ru1 . C22 . 117.39(14) yes N11 . Ru1 . C22 . 157.20(18) yes N11 5_555 Ru1 . C22 . 95.94(15) yes C12 . Ru1 . C22 . 38.27(19) yes C12 5_555 Ru1 . C22 . 68.52(19) yes Br1 . Ru1 . C22 5_555 117.39(14) yes N11 . Ru1 . C22 5_555 95.94(15) yes N11 5_555 Ru1 . C22 5_555 157.20(18) yes C12 . Ru1 . C22 5_555 68.52(19) yes C12 5_555 Ru1 . C22 5_555 38.27(19) yes Br1 . Ru1 . C32 . 91.03(13) yes N11 . Ru1 . C32 . 158.85(17) yes N11 5_555 Ru1 . C32 . 121.13(16) yes C12 . Ru1 . C32 . 68.60(19) yes C12 5_555 Ru1 . C32 . 81.25(18) yes Br1 . Ru1 . C32 5_555 91.03(13) yes N11 . Ru1 . C32 5_555 121.13(16) yes N11 5_555 Ru1 . C32 5_555 158.85(17) yes C12 . Ru1 . C32 5_555 81.25(18) yes C12 5_555 Ru1 . C32 5_555 68.60(19) yes C22 . Ru1 . C22 5_555 80.0(3) yes C22 . Ru1 . C32 . 37.1(2) yes C22 5_555 Ru1 . C32 . 67.81(19) yes C22 . Ru1 . C32 5_555 67.81(19) yes C22 5_555 Ru1 . C32 5_555 37.1(2) yes C32 . Ru1 . C32 5_555 38.1(3) yes Ru1 . N11 . C21 . 110.52(17) yes Ru1 . N11 . C31 5_555 109.79(18) yes C21 . N11 . C31 5_555 28.0(2) yes Ru1 . N11 . H111 . 109.207 no C21 . N11 . H111 . 109.213 no C31 5_555 N11 . H111 . 83.860 no Ru1 . N11 . H112 . 109.217 no C21 . N11 . H112 . 109.208 no C31 5_555 N11 . H112 . 131.174 no H111 . N11 . H112 . 109.461 no Ru1 . N11 . H113 . 109.392 no C21 . N11 . H113 . 130.402 no C31 5_555 N11 . H113 . 109.394 no H111 . N11 . H113 . 28.059 no H112 . N11 . H113 . 83.643 no Ru1 . N11 . H114 . 109.402 no C21 . N11 . H114 . 83.463 no C31 5_555 N11 . H114 . 109.384 no H111 . N11 . H114 . 131.262 no H112 . N11 . H114 . 28.272 no H113 . N11 . H114 . 109.466 no N11 . C21 . C21 5_555 118.41(16) yes N11 . C21 . C31 . 108.01(19) yes C21 5_555 C21 . C31 . 28.1(2) yes N11 . C21 . C31 5_555 77.2(5) yes C21 5_555 C21 . C31 5_555 88.5(6) yes C31 . C21 . C31 5_555 60.4(6) yes N11 . C21 . H211 . 109.832 no C21 5_555 C21 . H211 . 122.837 no C31 . C21 . H211 . 109.826 no C31 5_555 C21 . H211 . 73.696 no N11 . C21 . H212 . 109.842 no C21 5_555 C21 . H212 . 81.762 no C31 . C21 . H212 . 109.829 no C31 5_555 C21 . H212 . 169.857 no H211 . C21 . H212 . 109.484 no N11 . C21 . H311 5_555 108.490 no C21 5_555 C21 . H311 5_555 119.725 no C31 . C21 . H311 5_555 104.160 no C31 5_555 C21 . H311 5_555 66.686 no H211 . C21 . H311 5_555 7.145 no H212 . C21 . H311 5_555 116.127 no N11 5_555 C31 . C21 . 108.03(19) yes N11 5_555 C31 . C21 5_555 74.8(5) yes C21 . C31 . C21 5_555 63.5(6) yes N11 5_555 C31 . C31 5_555 118.94(16) yes C21 . C31 . C31 5_555 28.1(2) yes C21 5_555 C31 . C31 5_555 91.5(6) yes N11 5_555 C31 . H211 5_555 105.785 no C21 . C31 . H211 5_555 106.687 no C21 5_555 C31 . H211 5_555 66.057 no C31 5_555 C31 . H211 5_555 122.313 no N11 5_555 C31 . H311 . 109.844 no C21 . C31 . H311 . 109.848 no C21 5_555 C31 . H311 . 72.819 no C31 5_555 C31 . H311 . 122.340 no H211 5_555 C31 . H311 . 6.902 no N11 5_555 C31 . H312 . 109.814 no C21 . C31 . H312 . 109.827 no C21 5_555 C31 . H312 . 173.106 no C31 5_555 C31 . H312 . 81.740 no H211 5_555 C31 . H312 . 116.337 no H311 . C31 . H312 . 109.457 no Ru1 . C12 . C12 5_555 70.97(14) yes Ru1 . C12 . C22 . 72.0(3) yes C12 5_555 C12 . C22 . 119.5(3) yes Ru1 . C12 . C42 . 130.3(4) yes C12 5_555 C12 . C42 . 121.1(4) yes C22 . C12 . C42 . 119.4(5) yes Ru1 . C22 . C12 . 69.8(3) yes Ru1 . C22 . C32 . 70.9(3) yes C12 . C22 . C32 . 120.3(5) yes Ru1 . C22 . C52 . 131.1(4) yes C12 . C22 . C52 . 119.4(5) yes C32 . C22 . C52 . 120.2(6) yes Ru1 . C32 . C22 . 71.9(3) yes Ru1 . C32 . C32 5_555 70.95(14) yes C22 . C32 . C32 5_555 120.1(3) yes Ru1 . C32 . C62 . 129.5(4) yes C22 . C32 . C62 . 120.6(5) yes C32 5_555 C32 . C62 . 119.3(4) yes C12 . C42 . H421 . 109.474 no C12 . C42 . H422 . 109.463 no H421 . C42 . H422 . 109.473 no C12 . C42 . H423 . 109.473 no H421 . C42 . H423 . 109.480 no H422 . C42 . H423 . 109.465 no C22 . C52 . H521 . 109.464 no C22 . C52 . H522 . 109.461 no H521 . C52 . H522 . 109.475 no C22 . C52 . H523 . 109.468 no H521 . C52 . H523 . 109.483 no H522 . C52 . H523 . 109.476 no C32 . C62 . H621 . 109.450 no C32 . C62 . H622 . 109.459 no H621 . C62 . H622 . 109.476 no C32 . C62 . H623 . 109.462 no H621 . C62 . H623 . 109.483 no H622 . C62 . H623 . 109.497 no F11 . P1 . F11 5_555 52.3(9) yes F11 . P1 . F21 . 176.9(6) yes F11 5_555 P1 . F21 . 130.7(7) yes F11 . P1 . F21 5_555 130.7(7) yes F11 5_555 P1 . F21 5_555 176.9(6) yes F21 . P1 . F21 5_555 46.2(9) yes F11 . P1 . F31 . 87.0(5) yes F11 5_555 P1 . F31 . 87.0(5) yes F21 . P1 . F31 . 93.5(5) yes F21 5_555 P1 . F31 . 93.5(5) yes F11 . P1 . F41 . 87.3(5) yes F11 5_555 P1 . F41 . 87.3(5) yes F21 . P1 . F41 . 92.3(5) yes F21 5_555 P1 . F41 . 92.3(5) yes F31 . P1 . F41 . 173.7(5) yes F11 . P1 . F51 . 87.2(6) yes F11 5_555 P1 . F51 . 139.5(7) yes F21 . P1 . F51 . 89.7(6) yes F21 5_555 P1 . F51 . 43.5(7) yes F31 . P1 . F51 . 89.8(4) yes F11 . P1 . F51 5_555 139.5(7) yes F11 5_555 P1 . F51 5_555 87.2(6) yes F21 . P1 . F51 5_555 43.5(7) yes F21 5_555 P1 . F51 5_555 89.7(6) yes F31 . P1 . F51 5_555 89.8(4) yes F11 . P1 . F61 . 90.6(6) yes F11 5_555 P1 . F61 . 38.3(7) yes F21 . P1 . F61 . 92.5(6) yes F21 5_555 P1 . F61 . 138.7(7) yes F31 . P1 . F61 . 90.0(4) yes F11 . P1 . F61 5_555 38.3(7) yes F11 5_555 P1 . F61 5_555 90.6(6) yes F21 . P1 . F61 5_555 138.7(7) yes F21 5_555 P1 . F61 5_555 92.5(6) yes F31 . P1 . F61 5_555 90.0(4) yes F11 . P1 . F12 . 67.1(5) yes F11 5_555 P1 . F12 . 119.4(5) yes F21 . P1 . F12 . 109.9(5) yes F21 5_555 P1 . F12 . 63.7(5) yes F31 . P1 . F12 . 91.0(3) yes F11 . P1 . F12 5_555 119.4(5) yes F11 5_555 P1 . F12 5_555 67.1(5) yes F21 . P1 . F12 5_555 63.7(5) yes F21 5_555 P1 . F12 5_555 109.9(5) yes F31 . P1 . F12 5_555 91.0(3) yes F41 . P1 . F51 . 92.7(4) yes F41 . P1 . F51 5_555 92.7(4) yes F51 . P1 . F51 5_555 133.1(8) yes F41 . P1 . F61 . 87.3(4) yes F51 . P1 . F61 . 177.8(6) yes F51 5_555 P1 . F61 . 49.1(6) yes F41 . P1 . F61 5_555 87.3(4) yes F51 . P1 . F61 5_555 49.1(6) yes F51 5_555 P1 . F61 5_555 177.8(6) yes F61 . P1 . F61 5_555 128.7(8) yes F41 . P1 . F12 . 89.3(3) yes F51 . P1 . F12 . 20.3(4) yes F51 5_555 P1 . F12 . 153.4(5) yes F61 . P1 . F12 . 157.5(5) yes F61 5_555 P1 . F12 . 28.8(4) yes F41 . P1 . F12 5_555 89.3(3) yes F51 . P1 . F12 5_555 153.4(5) yes F51 5_555 P1 . F12 5_555 20.3(4) yes F61 . P1 . F12 5_555 28.8(4) yes F61 5_555 P1 . F12 5_555 157.5(5) yes F12 . P1 . F12 5_555 173.4(5) yes P1 . F11 . F11 5_555 63.8(5) yes P1 . F11 . F61 5_555 67.6(7) yes F11 5_555 F11 . F61 5_555 131.4(7) yes F11 5_555 F11 . F2 . 63.8(5) yes F61 5_555 F11 . F2 . 67.6(7) yes P1 . F21 . F21 5_555 66.9(5) yes P1 . F21 . F51 5_555 72.2(7) yes F21 5_555 F21 . F51 5_555 139.0(6) yes F21 5_555 F21 . F2 . 66.9(5) yes F51 5_555 F21 . F2 . 72.2(7) yes P1 . F51 . F21 5_555 64.3(6) yes P1 . F51 . F61 5_555 62.7(5) yes F21 5_555 F51 . F61 5_555 126.7(9) yes P1 . F51 . F12 . 76.2(11) yes F21 5_555 F51 . F12 . 139.6(15) yes F61 5_555 F51 . F12 . 13.9(9) yes F21 5_555 F51 . F2 . 64.3(6) yes F61 5_555 F51 . F2 . 62.7(5) yes F12 . F51 . F2 . 76.2(11) yes P1 . F61 . F11 5_555 74.1(8) yes P1 . F61 . F51 5_555 68.3(6) yes F11 5_555 F61 . F51 5_555 142.1(10) yes P1 . F61 . F12 5_555 78.0(8) yes F11 5_555 F61 . F12 5_555 152.1(13) yes F51 5_555 F61 . F12 5_555 10.1(7) yes F11 5_555 F61 . F2 . 74.1(8) yes F51 5_555 F61 . F2 . 68.3(6) yes F12 5_555 F61 . F2 . 78.0(8) yes P1 . F12 . F51 . 83.4(11) yes P1 . F12 . F61 5_555 73.1(8) yes F51 . F12 . F61 5_555 156.0(16) yes F51 . F12 . F2 . 83.4(11) yes F61 5_555 F12 . F2 . 73.1(8) yes F11 . F2 . F11 5_555 52.3(9) yes F11 . F2 . F21 . 176.9(6) yes F11 5_555 F2 . F21 . 130.7(7) yes F11 . F2 . F21 5_555 130.7(7) yes F11 5_555 F2 . F21 5_555 176.9(6) yes F21 . F2 . F21 5_555 46.2(9) yes F11 . F2 . F31 . 87.0(5) yes F11 5_555 F2 . F31 . 87.0(5) yes F21 . F2 . F31 . 93.5(5) yes F21 5_555 F2 . F31 . 93.5(5) yes F11 . F2 . F41 . 87.3(5) yes F11 5_555 F2 . F41 . 87.3(5) yes F21 . F2 . F41 . 92.3(5) yes F21 5_555 F2 . F41 . 92.3(5) yes F31 . F2 . F41 . 173.7(5) yes F11 . F2 . F51 . 87.2(6) yes F11 5_555 F2 . F51 . 139.5(7) yes F21 . F2 . F51 . 89.7(6) yes F21 5_555 F2 . F51 . 43.5(7) yes F31 . F2 . F51 . 89.8(4) yes F11 . F2 . F51 5_555 139.5(7) yes F11 5_555 F2 . F51 5_555 87.2(6) yes F21 . F2 . F51 5_555 43.5(7) yes F21 5_555 F2 . F51 5_555 89.7(6) yes F31 . F2 . F51 5_555 89.8(4) yes F11 . F2 . F61 . 90.6(6) yes F11 5_555 F2 . F61 . 38.3(7) yes F21 . F2 . F61 . 92.5(6) yes F21 5_555 F2 . F61 . 138.7(7) yes F31 . F2 . F61 . 90.0(4) yes F11 . F2 . F61 5_555 38.3(7) yes F11 5_555 F2 . F61 5_555 90.6(6) yes F21 . F2 . F61 5_555 138.7(7) yes F21 5_555 F2 . F61 5_555 92.5(6) yes F31 . F2 . F61 5_555 90.0(4) yes F11 . F2 . F12 . 67.1(5) yes F11 5_555 F2 . F12 . 119.4(5) yes F21 . F2 . F12 . 109.9(5) yes F21 5_555 F2 . F12 . 63.7(5) yes F31 . F2 . F12 . 91.0(3) yes F11 . F2 . F12 5_555 119.4(5) yes F11 5_555 F2 . F12 5_555 67.1(5) yes F21 . F2 . F12 5_555 63.7(5) yes F21 5_555 F2 . F12 5_555 109.9(5) yes F31 . F2 . F12 5_555 91.0(3) yes F41 . F2 . F51 . 92.7(4) yes F41 . F2 . F51 5_555 92.7(4) yes F51 . F2 . F51 5_555 133.1(8) yes F41 . F2 . F61 . 87.3(4) yes F51 . F2 . F61 . 177.8(6) yes F51 5_555 F2 . F61 . 49.1(6) yes F41 . F2 . F61 5_555 87.3(4) yes F51 . F2 . F61 5_555 49.1(6) yes F51 5_555 F2 . F61 5_555 177.8(6) yes F61 . F2 . F61 5_555 128.7(8) yes F41 . F2 . F12 . 89.3(3) yes F51 . F2 . F12 . 20.3(4) yes F51 5_555 F2 . F12 . 153.4(5) yes F61 . F2 . F12 . 157.5(5) yes F61 5_555 F2 . F12 . 28.8(4) yes F41 . F2 . F12 5_555 89.3(3) yes F51 . F2 . F12 5_555 153.4(5) yes F51 5_555 F2 . F12 5_555 20.3(4) yes F61 . F2 . F12 5_555 28.8(4) yes F61 5_555 F2 . F12 5_555 157.5(5) yes F12 . F2 . F12 5_555 173.4(5) yes N11 . H111 . H113 . 75.968 no N11 . H112 . H114 . 75.859 no N11 . H113 . H111 . 75.974 no N11 . H114 . H112 . 75.868 no C21 . H211 . C31 5_555 40.248 no C21 . H211 . H311 5_555 103.878 no C31 5_555 H211 . H311 5_555 64.360 no C21 5_555 H311 . C31 . 40.495 no C21 5_555 H311 . H211 5_555 68.977 no C31 . H311 . H211 5_555 108.738 no