data_eg22ru _audit_creation_date 02-10-12 _audit_creation_method CRYSTALS_ver_12-03-99 _publ_section_exptl_refinement ; H atoms placed geometrically after each cycle ; _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 noref #**************************************************************************** # 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 9.533(1) _cell_angle_alpha 90 _cell_length_b 9.0474(9) _cell_angle_beta 90 _cell_length_c 21.691(2) _cell_angle_gamma 90 _cell_volume 1870.9(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' 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 '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 Cl1 F6 N2 P1 Ru1 ' _chemical_formula_moiety '[Ru(hmb)(en)Cl]PF6' _chemical_compound_source ; ? ; _chemical_formula_weight 503.86 _cell_measurement_reflns_used 4249 _cell_measurement_theta_min 2 _cell_measurement_theta_max 29 _cell_measurement_temperature 150 _exptl_crystal_description ' needle ' _exptl_crystal_colour ' orange ' _exptl_crystal_size_min 0.18 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_max 1.10 _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1016.000 _exptl_absorpt_coefficient_mu 1.123 # Sheldrick geometric definitions 0.78 0.82 _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 ; SHELXS 86 (Sheldrick, 1986) ; _diffrn_measurement_method '\f & \w scans' _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Siemens, 1996) ; _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_T_max 1.00 _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 11681 _reflns_number_total 2433 _diffrn_reflns_av_R_equivalents 0.03 # Number of reflections with Friedels Law is 2433 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 2428 _diffrn_reflns_theta_min 1.878 _diffrn_reflns_theta_max 28.746 _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 27.596 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _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 29 _refine_diff_density_min -1.79 _refine_diff_density_max 1.45 _refine_ls_number_reflns 2433 _refine_ls_number_parameters 116 #_refine_ls_R_factor_ref 0.0555 _refine_ls_wR_factor_ref 0.1382 _refine_ls_goodness_of_fit_ref 1.0367 #_reflns_number_all 2433 _refine_ls_R_factor_all 0.0555 _refine_ls_wR_factor_all 0.1382 # 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 2143 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_gt 0.1301 _refine_ls_shift/su_max 0.005433 _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) ] 0.706E-01 12.4 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 ; 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. (1986). SHELXS86. Program for the solution of crystal structures. Univ. of Gottingen, Federal Republic of Germany. 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 -0.03603(4) 0.2500 -0.097698(19) 0.0139 1.0000 Uani . Cl1 Cl 0.03466(16) 0.2500 0.00893(7) 0.0297 1.0000 Uani . N11 N -0.1942(4) 0.0982(2) -0.06651(17) 0.0259 1.0000 Uani . C21 C -0.2968(7) 0.1764(4) -0.0287(3) 0.030(2) 0.5000 Uiso . C31 C -0.3272(5) 0.3226(4) -0.0587(4) 0.032(2) 0.5000 Uiso . C12 C -0.0391(5) 0.3282(5) -0.19271(18) 0.0230 1.0000 Uani . C22 C 0.0687(5) 0.4071(5) -0.16003(19) 0.0253 1.0000 Uani . C32 C 0.1709(5) 0.3297(6) -0.1268(2) 0.0284 1.0000 Uani . C42 C -0.1508(7) 0.4143(8) -0.2274(3) 0.0497 1.0000 Uani . C52 C 0.0700(8) 0.5748(6) -0.1610(3) 0.0479 1.0000 Uani . C62 C 0.2804(7) 0.411(1) -0.0897(3) 0.0568 1.0000 Uani . P1 P 0.42680(18) 0.2500 0.13475(9) 0.0314 1.0000 Uani . F11 F 0.4316(13) 0.1758(12) 0.0658(4) 0.035(2) 0.2120 Uiso . F21 F 0.4211(12) 0.3105(12) 0.2026(4) 0.035(2) 0.2120 Uiso . F31 F 0.5943(7) 0.2500 0.1327(4) 0.0259(13) 0.4240 Uiso . F41 F 0.2598(7) 0.2500 0.1297(4) 0.0259(13) 0.4240 Uiso . F51 F 0.4320(12) 0.081(1) 0.1636(5) 0.0232(17) 0.2120 Uiso . F61 F 0.4224(11) 0.4097(9) 0.1048(5) 0.0232(17) 0.2120 Uiso . F12 F 0.4246(8) 0.0718(6) 0.1385(3) 0.0561(18) 0.5760 Uiso . F2 F 0.42680(18) 0.2500 0.13475(9) 0.062(3) 2.3040 Uiso . H111 H -0.2424 0.0535 -0.1030 0.0311 0.5000 Uiso . H112 H -0.1493 0.0184 -0.0415 0.0311 0.5000 Uiso . H113 H -0.2063 0.0178 -0.0977 0.0311 0.5000 Uiso . H114 H -0.1649 0.0543 -0.0262 0.0311 0.5000 Uiso . H211 H -0.3850 0.1169 -0.0259 0.0360 0.5000 Uiso . H212 H -0.2580 0.1926 0.0136 0.0360 0.5000 Uiso . H311 H -0.3917 0.3816 -0.0319 0.0380 0.5000 Uiso . H312 H -0.3721 0.3063 -0.0998 0.0380 0.5000 Uiso . H421 H -0.1339 0.5226 -0.2222 0.0745 1.0000 Uiso . H422 H -0.1466 0.3884 -0.2722 0.0745 1.0000 Uiso . H423 H -0.2454 0.3884 -0.2107 0.0745 1.0000 Uiso . H521 H 0.1511 0.6118 -0.1362 0.0719 1.0000 Uiso . H522 H 0.0791 0.6101 -0.2046 0.0719 1.0000 Uiso . H523 H -0.0195 0.6131 -0.1430 0.0719 1.0000 Uiso . H621 H 0.3439 0.3378 -0.0693 0.0851 1.0000 Uiso . H622 H 0.3366 0.4758 -0.1177 0.0851 1.0000 Uiso . H623 H 0.2334 0.4728 -0.0576 0.0851 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 0.0145(3) 0.0144(3) 0.0128(2) 0.0000 0.00063(14) 0.0000 Cl1 0.0280(8) 0.046(1) 0.0147(6) 0.0000 -0.0020(5) 0.0000 N11 0.0238(18) 0.0248(19) 0.0290(18) 0.0012(16) 0.0057(15) -0.0038(15) C12 0.029(2) 0.027(2) 0.0131(17) 0.0033(16) 0.0029(15) 0.0050(18) C22 0.037(2) 0.020(2) 0.0189(18) -0.0006(16) 0.0106(17) -0.0037(19) C32 0.024(2) 0.040(3) 0.0214(19) -0.0032(19) 0.0050(17) -0.011(2) C42 0.051(3) 0.060(4) 0.037(3) 0.017(3) -0.004(3) 0.024(3) C52 0.089(5) 0.017(2) 0.038(3) -0.002(2) 0.024(3) -0.007(3) C62 0.041(3) 0.093(6) 0.036(3) -0.002(3) -0.004(2) -0.040(4) P1 0.0186(8) 0.0302(9) 0.0454(11) 0.0000 -0.0034(7) 0.0000 F2 0.062(3) 1.599(8) -0.9000 0.9000 0.0000 0.0000 _refine_ls_extinction_coef 80.8(140) _refine_ls_extinction_method 'Larson 1970 Crystallographic Computing eq 22' 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 . Cl1 . 2.4090(15) yes Ru1 . N11 . 2.148(3) yes Ru1 . N11 5_555 2.148(3) yes Ru1 . C12 . 2.179(4) yes Ru1 . C12 5_555 2.179(4) yes Ru1 . C22 . 2.201(4) yes Ru1 . C22 5_555 2.201(4) yes Ru1 . C32 . 2.193(4) yes Ru1 . C32 5_555 2.193(4) yes N11 . C21 . 1.459(4) yes N11 . C31 5_555 1.466(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 1.332(8) yes C21 . C31 . 1.502(3) yes C21 . C31 5_555 0.711(5) yes C21 . H211 . 1.000 no C21 . H212 . 1.000 no C21 . H311 5_555 1.048 no C31 . C31 5_555 1.313(8) yes C31 . H211 5_555 1.053 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C12 . C12 5_555 1.42(1) yes C12 . C22 . 1.438(7) yes C12 . C42 . 1.519(7) yes C22 . C32 . 1.401(7) yes C22 . C52 . 1.518(7) yes C32 . C32 5_555 1.44(1) yes C32 . C62 . 1.508(7) 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 . 1.641(8) yes P1 . F11 5_555 1.641(8) yes P1 . F21 . 1.571(8) yes P1 . F21 5_555 1.571(8) yes P1 . F31 . 1.598(7) yes P1 . F41 . 1.595(7) yes P1 . F51 . 1.651(8) yes P1 . F51 5_555 1.651(8) yes P1 . F61 . 1.585(8) yes P1 . F61 5_555 1.585(8) yes P1 . F12 . 1.615(5) yes P1 . F12 5_555 1.615(5) yes F11 . F11 5_555 1.34(2) yes F11 . F61 5_555 1.149(16) yes F11 . F2 . 1.641(8) yes F21 . F21 5_555 1.09(2) yes F21 . F51 5_555 1.299(16) yes F21 . F2 . 1.571(8) yes F31 . F2 . 1.598(7) yes F41 . F2 . 1.595(7) yes F51 . F61 5_555 1.283(15) yes F51 . F12 . 0.556(12) yes F51 . F2 . 1.651(8) yes F61 . F12 5_555 0.75(1) yes F61 . F2 . 1.585(8) yes F12 . F2 . 1.615(5) yes H111 . H113 . 0.485 no H112 . H114 . 0.487 no H211 . H311 5_555 0.146 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 Cl1 . Ru1 . N11 . 83.92(11) yes Cl1 . Ru1 . N11 5_555 83.92(11) yes N11 . Ru1 . N11 5_555 79.45(14) yes Cl1 . Ru1 . C12 . 155.74(13) yes N11 . Ru1 . C12 . 119.73(16) yes N11 5_555 Ru1 . C12 . 94.64(15) yes Cl1 . Ru1 . C12 5_555 155.74(13) yes N11 . Ru1 . C12 5_555 94.64(15) yes N11 5_555 Ru1 . C12 5_555 119.73(16) yes C12 . Ru1 . C12 5_555 37.9(2) yes Cl1 . Ru1 . C22 . 117.58(13) yes N11 . Ru1 . C22 . 157.57(17) yes N11 5_555 Ru1 . C22 . 95.68(14) yes C12 . Ru1 . C22 . 38.32(17) yes C12 5_555 Ru1 . C22 . 68.58(16) yes Cl1 . Ru1 . C22 5_555 117.58(13) yes N11 . Ru1 . C22 5_555 95.68(14) yes N11 5_555 Ru1 . C22 5_555 157.57(17) yes C12 . Ru1 . C22 5_555 68.58(16) yes C12 5_555 Ru1 . C22 5_555 38.32(17) yes Cl1 . Ru1 . C32 . 91.39(12) yes N11 . Ru1 . C32 . 158.73(16) yes N11 5_555 Ru1 . C32 . 120.78(15) yes C12 . Ru1 . C32 . 68.50(17) yes C12 5_555 Ru1 . C32 . 81.20(16) yes Cl1 . Ru1 . C32 5_555 91.39(12) yes N11 . Ru1 . C32 5_555 120.78(15) yes N11 5_555 Ru1 . C32 5_555 158.73(16) yes C12 . Ru1 . C32 5_555 81.20(16) yes C12 5_555 Ru1 . C32 5_555 68.50(17) yes C22 . Ru1 . C22 5_555 80.4(2) yes C22 . Ru1 . C32 . 37.18(19) yes C22 5_555 Ru1 . C32 . 68.14(18) yes C22 . Ru1 . C32 5_555 68.14(18) yes C22 5_555 Ru1 . C32 5_555 37.18(19) yes C32 . Ru1 . C32 5_555 38.4(3) yes Ru1 . N11 . C21 . 109.73(17) yes Ru1 . N11 . C31 5_555 109.34(17) yes C21 . N11 . C31 5_555 28.1(2) yes Ru1 . N11 . H111 . 109.388 no C21 . N11 . H111 . 109.404 no C31 5_555 N11 . H111 . 83.798 no Ru1 . N11 . H112 . 109.395 no C21 . N11 . H112 . 109.402 no C31 5_555 N11 . H112 . 131.322 no H111 . N11 . H112 . 109.503 no Ru1 . N11 . H113 . 109.493 no C21 . N11 . H113 . 130.899 no C31 5_555 N11 . H113 . 109.494 no H111 . N11 . H113 . 28.101 no H112 . N11 . H113 . 83.730 no Ru1 . N11 . H114 . 109.487 no C21 . N11 . H114 . 83.596 no C31 5_555 N11 . H114 . 109.510 no H111 . N11 . H114 . 131.193 no H112 . N11 . H114 . 28.214 no H113 . N11 . H114 . 109.503 no N11 . C21 . C21 5_555 118.99(15) yes N11 . C21 . C31 . 108.26(19) yes C21 5_555 C21 . C31 . 28.3(2) yes N11 . C21 . C31 5_555 76.5(5) yes C21 5_555 C21 . C31 5_555 89.3(6) yes C31 . C21 . C31 5_555 61.0(6) yes N11 . C21 . H211 . 109.754 no C21 5_555 C21 . H211 . 122.532 no C31 . C21 . H211 . 109.763 no C31 5_555 C21 . H211 . 73.797 no N11 . C21 . H212 . 109.799 no C21 5_555 C21 . H212 . 81.553 no C31 . C21 . H212 . 109.804 no C31 5_555 C21 . H212 . 170.568 no H211 . C21 . H212 . 109.446 no N11 . C21 . H311 5_555 107.407 no C21 5_555 C21 . H311 5_555 120.056 no C31 . C21 . H311 5_555 104.250 no C31 5_555 C21 . H311 5_555 66.106 no H211 . C21 . H311 5_555 7.719 no H212 . C21 . H311 5_555 116.918 no N11 5_555 C31 . C21 . 108.26(19) yes N11 5_555 C31 . C21 5_555 75.3(5) yes C21 . C31 . C21 5_555 62.5(6) yes N11 5_555 C31 . C31 5_555 119.24(15) yes C21 . C31 . C31 5_555 28.3(2) yes C21 5_555 C31 . C31 5_555 90.7(6) yes N11 5_555 C31 . H211 5_555 106.083 no C21 . C31 . H211 5_555 105.451 no C21 5_555 C31 . H211 5_555 65.776 no C31 5_555 C31 . H211 5_555 121.300 no N11 5_555 C31 . H311 . 109.747 no C21 . C31 . H311 . 109.751 no C21 5_555 C31 . H311 . 73.345 no C31 5_555 C31 . H311 . 122.282 no H211 5_555 C31 . H311 . 7.598 no N11 5_555 C31 . H312 . 109.809 no C21 . C31 . H312 . 109.801 no C21 5_555 C31 . H312 . 172.127 no C31 5_555 C31 . H312 . 81.542 no H211 5_555 C31 . H312 . 117.040 no H311 . C31 . H312 . 109.452 no Ru1 . C12 . C12 5_555 71.05(12) yes Ru1 . C12 . C22 . 71.6(2) yes C12 5_555 C12 . C22 . 119.7(3) yes Ru1 . C12 . C42 . 130.1(3) yes C12 5_555 C12 . C42 . 120.8(3) yes C22 . C12 . C42 . 119.4(5) yes Ru1 . C22 . C12 . 70.0(2) yes Ru1 . C22 . C32 . 71.1(3) yes C12 . C22 . C32 . 120.2(4) yes Ru1 . C22 . C52 . 131.2(3) yes C12 . C22 . C52 . 119.7(5) yes C32 . C22 . C52 . 120.1(5) yes Ru1 . C32 . C22 . 71.7(3) yes Ru1 . C32 . C32 5_555 70.81(14) yes C22 . C32 . C32 5_555 120.0(3) yes Ru1 . C32 . C62 . 129.0(3) yes C22 . C32 . C62 . 120.9(5) yes C32 5_555 C32 . C62 . 119.1(4) yes C12 . C42 . H421 . 109.467 no C12 . C42 . H422 . 109.466 no H421 . C42 . H422 . 109.471 no C12 . C42 . H423 . 109.470 no H421 . C42 . H423 . 109.478 no H422 . C42 . H423 . 109.475 no C22 . C52 . H521 . 109.468 no C22 . C52 . H522 . 109.464 no H521 . C52 . H522 . 109.476 no C22 . C52 . H523 . 109.466 no H521 . C52 . H523 . 109.480 no H522 . C52 . H523 . 109.474 no C32 . C62 . H621 . 109.461 no C32 . C62 . H622 . 109.469 no H621 . C62 . H622 . 109.466 no C32 . C62 . H623 . 109.474 no H621 . C62 . H623 . 109.473 no H622 . C62 . H623 . 109.484 no F11 . P1 . F11 5_555 48.3(8) yes F11 . P1 . F21 . 176.2(5) yes F11 5_555 P1 . F21 . 135.5(6) yes F11 . P1 . F21 5_555 135.5(6) yes F11 5_555 P1 . F21 5_555 176.2(5) yes F21 . P1 . F21 5_555 40.8(8) yes F11 . P1 . F31 . 86.9(5) yes F11 5_555 P1 . F31 . 86.9(5) yes F21 . P1 . F31 . 93.5(5) yes F21 5_555 P1 . F31 . 93.5(5) yes F11 . P1 . F41 . 88.0(5) yes F11 5_555 P1 . F41 . 88.0(5) yes F21 . P1 . F41 . 91.7(5) yes F21 5_555 P1 . F41 . 91.7(5) yes F31 . P1 . F41 . 174.5(4) yes F11 . P1 . F51 . 88.1(5) yes F11 5_555 P1 . F51 . 136.3(6) yes F21 . P1 . F51 . 88.2(5) yes F21 5_555 P1 . F51 . 47.5(6) yes F31 . P1 . F51 . 88.9(4) yes F11 . P1 . F51 5_555 136.3(6) yes F11 5_555 P1 . F51 5_555 88.1(5) yes F21 . P1 . F51 5_555 47.5(6) yes F21 5_555 P1 . F51 5_555 88.2(5) yes F31 . P1 . F51 5_555 88.9(4) yes F11 . P1 . F61 . 90.0(5) yes F11 5_555 P1 . F61 . 41.7(6) yes F21 . P1 . F61 . 93.8(5) yes F21 5_555 P1 . F61 . 134.5(6) yes F31 . P1 . F61 . 90.9(4) yes F11 . P1 . F61 5_555 41.7(6) yes F11 5_555 P1 . F61 5_555 90.0(5) yes F21 . P1 . F61 5_555 134.5(6) yes F21 5_555 P1 . F61 5_555 93.8(5) yes F31 . P1 . F61 5_555 90.9(4) yes F11 . P1 . F12 . 68.7(5) yes F11 5_555 P1 . F12 . 117.0(5) yes F21 . P1 . F12 . 107.5(5) yes F21 5_555 P1 . F12 . 66.7(5) yes F31 . P1 . F12 . 90.8(3) yes F11 . P1 . F12 5_555 117.0(5) yes F11 5_555 P1 . F12 5_555 68.7(5) yes F21 . P1 . F12 5_555 66.7(5) yes F21 5_555 P1 . F12 5_555 107.5(5) yes F31 . P1 . F12 5_555 90.8(3) yes F41 . P1 . F51 . 93.2(4) yes F41 . P1 . F51 5_555 93.2(4) yes F51 . P1 . F51 5_555 135.3(8) yes F41 . P1 . F61 . 86.9(4) yes F51 . P1 . F61 . 178.0(5) yes F51 5_555 P1 . F61 . 46.6(6) yes F41 . P1 . F61 5_555 86.9(4) yes F51 . P1 . F61 5_555 46.6(6) yes F51 5_555 P1 . F61 5_555 178.0(5) yes F61 . P1 . F61 5_555 131.4(7) yes F41 . P1 . F12 . 89.4(3) yes F51 . P1 . F12 . 19.6(4) yes F51 5_555 P1 . F12 . 154.8(5) yes F61 . P1 . F12 . 158.5(5) yes F61 5_555 P1 . F12 . 27.1(4) yes F41 . P1 . F12 5_555 89.4(3) yes F51 . P1 . F12 5_555 154.8(5) yes F51 5_555 P1 . F12 5_555 19.6(4) yes F61 . P1 . F12 5_555 27.1(4) yes F61 5_555 P1 . F12 5_555 158.5(5) yes F12 . P1 . F12 5_555 174.1(5) yes P1 . F11 . F11 5_555 65.8(4) yes P1 . F11 . F61 5_555 66.6(6) yes F11 5_555 F11 . F61 5_555 132.3(6) yes F11 5_555 F11 . F2 . 65.8(4) yes F61 5_555 F11 . F2 . 66.6(6) yes P1 . F21 . F21 5_555 69.6(4) yes P1 . F21 . F51 5_555 69.5(6) yes F21 5_555 F21 . F51 5_555 139.0(5) yes F21 5_555 F21 . F2 . 69.6(4) yes F51 5_555 F21 . F2 . 69.5(6) yes P1 . F51 . F21 5_555 63.0(5) yes P1 . F51 . F61 5_555 64.0(5) yes F21 5_555 F51 . F61 5_555 126.5(8) yes P1 . F51 . F12 . 76.5(11) yes F21 5_555 F51 . F12 . 138.1(14) yes F61 5_555 F51 . F12 . 12.9(9) yes F21 5_555 F51 . F2 . 63.0(5) yes F61 5_555 F51 . F2 . 64.0(5) yes F12 . F51 . F2 . 76.5(11) yes P1 . F61 . F11 5_555 71.7(6) yes P1 . F61 . F51 5_555 69.4(6) yes F11 5_555 F61 . F51 5_555 140.4(9) yes P1 . F61 . F12 5_555 78.6(8) yes F11 5_555 F61 . F12 5_555 149.9(12) yes F51 5_555 F61 . F12 5_555 9.6(7) yes F11 5_555 F61 . F2 . 71.7(6) yes F51 5_555 F61 . F2 . 69.4(6) yes F12 5_555 F61 . F2 . 78.6(8) yes P1 . F12 . F51 . 83.9(11) yes P1 . F12 . F61 5_555 74.2(8) yes F51 . F12 . F61 5_555 157.5(16) yes F51 . F12 . F2 . 83.9(11) yes F61 5_555 F12 . F2 . 74.2(8) yes F11 . F2 . F11 5_555 48.3(8) yes F11 . F2 . F21 . 176.2(5) yes F11 5_555 F2 . F21 . 135.5(6) yes F11 . F2 . F21 5_555 135.5(6) yes F11 5_555 F2 . F21 5_555 176.2(5) yes F21 . F2 . F21 5_555 40.8(8) yes F11 . F2 . F31 . 86.9(5) yes F11 5_555 F2 . F31 . 86.9(5) yes F21 . F2 . F31 . 93.5(5) yes F21 5_555 F2 . F31 . 93.5(5) yes F11 . F2 . F41 . 88.0(5) yes F11 5_555 F2 . F41 . 88.0(5) yes F21 . F2 . F41 . 91.7(5) yes F21 5_555 F2 . F41 . 91.7(5) yes F31 . F2 . F41 . 174.5(4) yes F11 . F2 . F51 . 88.1(5) yes F11 5_555 F2 . F51 . 136.3(6) yes F21 . F2 . F51 . 88.2(5) yes F21 5_555 F2 . F51 . 47.5(6) yes F31 . F2 . F51 . 88.9(4) yes F11 . F2 . F51 5_555 136.3(6) yes F11 5_555 F2 . F51 5_555 88.1(5) yes F21 . F2 . F51 5_555 47.5(6) yes F21 5_555 F2 . F51 5_555 88.2(5) yes F31 . F2 . F51 5_555 88.9(4) yes F11 . F2 . F61 . 90.0(5) yes F11 5_555 F2 . F61 . 41.7(6) yes F21 . F2 . F61 . 93.8(5) yes F21 5_555 F2 . F61 . 134.5(6) yes F31 . F2 . F61 . 90.9(4) yes F11 . F2 . F61 5_555 41.7(6) yes F11 5_555 F2 . F61 5_555 90.0(5) yes F21 . F2 . F61 5_555 134.5(6) yes F21 5_555 F2 . F61 5_555 93.8(5) yes F31 . F2 . F61 5_555 90.9(4) yes F11 . F2 . F12 . 68.7(5) yes F11 5_555 F2 . F12 . 117.0(5) yes F21 . F2 . F12 . 107.5(5) yes F21 5_555 F2 . F12 . 66.7(5) yes F31 . F2 . F12 . 90.8(3) yes F11 . F2 . F12 5_555 117.0(5) yes F11 5_555 F2 . F12 5_555 68.7(5) yes F21 . F2 . F12 5_555 66.7(5) yes F21 5_555 F2 . F12 5_555 107.5(5) yes F31 . F2 . F12 5_555 90.8(3) yes F41 . F2 . F51 . 93.2(4) yes F41 . F2 . F51 5_555 93.2(4) yes F51 . F2 . F51 5_555 135.3(8) yes F41 . F2 . F61 . 86.9(4) yes F51 . F2 . F61 . 178.0(5) yes F51 5_555 F2 . F61 . 46.6(6) yes F41 . F2 . F61 5_555 86.9(4) yes F51 . F2 . F61 5_555 46.6(6) yes F51 5_555 F2 . F61 5_555 178.0(5) yes F61 . F2 . F61 5_555 131.4(7) yes F41 . F2 . F12 . 89.4(3) yes F51 . F2 . F12 . 19.6(4) yes F51 5_555 F2 . F12 . 154.8(5) yes F61 . F2 . F12 . 158.5(5) yes F61 5_555 F2 . F12 . 27.1(4) yes F41 . F2 . F12 5_555 89.4(3) yes F51 . F2 . F12 5_555 154.8(5) yes F51 5_555 F2 . F12 5_555 19.6(4) yes F61 . F2 . F12 5_555 27.1(4) yes F61 5_555 F2 . F12 5_555 158.5(5) yes F12 . F2 . F12 5_555 174.1(5) yes N11 . H111 . H113 . 75.934 no N11 . H112 . H114 . 75.908 no N11 . H113 . H111 . 75.965 no N11 . H114 . H112 . 75.878 no C21 . H211 . C31 5_555 40.428 no C21 . H211 . H311 5_555 105.280 no C31 5_555 H211 . H311 5_555 64.992 no C21 5_555 H311 . C31 . 40.549 no C21 5_555 H311 . H211 5_555 67.002 no C31 . H311 . H211 5_555 107.410 no