# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/500 data_mbwe1z _audit_creation_method 'texsan v1.8 + CRYSTALS_ver_12-03-99' _publ_contact_author_name ' Alison Edwards' _publ_contact_author_email 'ajed@rsc.anu.edu.au' _publ_contact_author_fax ' australia + 2 6249 0750' _publ_contact_author_phone 'australia + 2 62494109' _publ_contact_author_address ; Research School of Chemistry, ANU, A.C.T., 0200 Australia ; _publ_requested_journal ' test' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1992-1997)' _computing_structure_solution ; 'DIRDIF92 PATTY (Beurskens, 1992) ; _computing_structure_refinement 'CRYSTALS_ver_12-03-99' _computing_publication_material 'CRYSTALS_ver_12-03-99' _cell_length_a 10.023(2) _cell_angle_alpha 90 _cell_length_b 11.832(2) _cell_angle_beta 108.29(1) _cell_length_c 10.575(2) _cell_angle_gamma 90 _cell_volume 1190.8 _symmetry_cell_setting 'Monoclinic ' _symmetry_space_group_name_H-M 'P 1 21 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,y+1/2,-z' 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 ' 0.0170 0.0090 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 57.7997 0.0030 'International_Tables_Vol_IV_Table_2.2B' 'Br ' -0.7670 1.2830 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' 'N ' 0.0290 0.0180 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' 'O ' 0.0470 0.0320 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International_Tables_Vol_IV_Table_2.2B' _chemical_formula_sum ' C21 H34 Br1 N1 O4 ' _chemical_formula_moiety ' C21 H34 Br1 N1 O4 ' _chemical_compound_source ; ? ; _exptl_crystal_description 'rect' _exptl_crystal_colour 'colorless' _chemical_formula_weight 444.41 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 293 _cell_formula_units_Z 2 _exptl_crystal_size_min 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_max 0.50 _exptl_crystal_density_diffrn 1.24 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 467.56 _exptl_absorpt_coefficient_mu 2.54 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_min 1.0 _exptl_absorpt_correction_T_max 0.72 _diffrn_ambient_temperature 193.2 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device_type 'Rigaku AFC6R' _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% -4.33 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.73 _diffrn_reflns_theta_max 59.99 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.10128 _diffrn_orient_matrix_UB_12 0.01614 _diffrn_orient_matrix_UB_13 0.01255 _diffrn_orient_matrix_UB_21 -0.02249 _diffrn_orient_matrix_UB_22 0.01179 _diffrn_orient_matrix_UB_23 -0.09811 _diffrn_orient_matrix_UB_31 -0.01668 _diffrn_orient_matrix_UB_32 0.08212 _diffrn_orient_matrix_UB_33 0.01162 _diffrn_reflns_number 4932 _reflns_number_total 3532 _diffrn_reflns_av_R_equivalents 7.75 # Number of reflections with Friedels Law is 0 # Number of reflections without Friedels Law is 3532 _reflns_number_gt 3396 _reflns_limit_h_min -11 _reflns_limit_h_max 10 _reflns_limit_k_min -13 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 11 _refine_diff_density_min -0.32 _refine_diff_density_max 0.78 _reflns_threshold_expression >3.00\s(I) _refine_ls_number_reflns 3396 _refine_ls_number_parameters 215 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.0421 _refine_ls_goodness_of_fit_ref 1.0910 _refine_ls_shift/su_max 0.000341 _refine_ls_abs_structure_Flack '-0.016(17)' _refine_ls_abs_structure_details 'Flack, 3532 Friedel-pairs' _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Chebychev polynomial with 4 parameters, Carruthers & Watkin , 1979, 5.89 -5.48 4.81 -2.28 ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Larson, A.C. (1970), Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294 Carruthers, J.R. and Watkin, D.J. (1979), Acta Cryst, A35, 698-699 Watkin, D.J., Prout, C.K. Carruthers, J.R. & Betteridge, P.W. (1996) CRYSTALS Issue 10. Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. Molecular Structure Corporation. (1992-1997). teXsan. Single Crystal Structure Analysis Software. Version 1.7. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. North, A.C.T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359. Beurskens, P.T., Admiraal, G., Beurskens, G., Bosman, W.P., Garcia-Granda, S., Gould, R.O., Smits, J.M.M. and Smykalla, C. (1992). The DIRDIF program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. ; loop_ _atom_site_label _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 Br1 0.17415(4) 0.00767(7) 0.32025(3) 0.0672 1.0000 Uani O1 0.04227(19) 0.15958(17) -0.1343(2) 0.0410 1.0000 Uani O3 0.20476(19) 0.03049(17) -0.1497(2) 0.0439 1.0000 Uani O4 0.4483(2) -0.2016(2) 0.2812(3) 0.0589 1.0000 Uani O5 0.30284(19) -0.33519(19) 0.3218(2) 0.0511 1.0000 Uani N1 0.2142(2) -0.2087(2) 0.1683(3) 0.0442 1.0000 Uani C1 0.1541(3) 0.1413(3) -0.1934(3) 0.0442 1.0000 Uani C4 0.1321(3) -0.1355(2) -0.0559(3) 0.0457 1.0000 Uani C5 0.2061(3) -0.1073(2) 0.0901(3) 0.0412 1.0000 Uani C6 0.1265(3) -0.0138(2) 0.1325(3) 0.0427 1.0000 Uani C7 0.0332(3) 0.0543(2) 0.0526(3) 0.0440 1.0000 Uani C8 0.3344(3) -0.2436(3) 0.2598(3) 0.0434 1.0000 Uani C9 0.4133(3) -0.3952(3) 0.4260(3) 0.0501 1.0000 Uani C10 0.3314(4) -0.4885(4) 0.4666(5) 0.0794 1.0000 Uani C11 0.5176(4) -0.4455(3) 0.3661(4) 0.0635 1.0000 Uani C12 0.4784(5) -0.3166(4) 0.5410(4) 0.0781 1.0000 Uani C21 0.2724(3) 0.2266(3) -0.1392(4) 0.0541 1.0000 Uani C31 0.2188(5) 0.3444(3) -0.1919(5) 0.0703 1.0000 Uani C32 0.0855(3) -0.0329(2) -0.1452(3) 0.0422 1.0000 Uani C41 0.1587(5) 0.3473(3) -0.3425(5) 0.0764 1.0000 Uani C51 0.0395(4) 0.2633(3) -0.3946(4) 0.0653 1.0000 Uani C61 0.0911(4) 0.1449(3) -0.3439(3) 0.0544 1.0000 Uani C71 0.3450(3) 0.2200(3) 0.0131(4) 0.0632 1.0000 Uani C72 0.0008(3) 0.0524(2) -0.0948(3) 0.0401 1.0000 Uani C81 0.2795(6) 0.2944(5) 0.0980(6) 0.0965 1.0000 Uani C91 0.4999(6) 0.2477(8) 0.0482(6) 0.1383 1.0000 Uani C101 -0.0241(6) 0.2652(5) -0.5454(4) 0.0942 1.0000 Uani H1 0.1381 -0.2442 0.1631 0.024(6) 1.0000 Uiso H41 0.1980(3) -0.1808(2) -0.0898(3) 0.058(7) 1.0000 Uiso H42 0.0470(3) -0.1819(2) -0.0613(3) 0.058(7) 1.0000 Uiso H51 0.3040(3) -0.0798(2) 0.1040(3) 0.037(7) 1.0000 Uiso H71 -0.0178(3) 0.1093(2) 0.0926(3) 0.051(9) 1.0000 Uiso H101 0.3968(4) -0.5355(4) 0.5381(5) 0.110(11) 1.0000 Uiso H102 0.2852(4) -0.5371(4) 0.3876(5) 0.110(11) 1.0000 Uiso H103 0.2581(4) -0.4544(4) 0.5007(5) 0.110(11) 1.0000 Uiso H111 0.5924(4) -0.4863(3) 0.4367(4) 0.087(7) 1.0000 Uiso H112 0.4684(4) -0.4999(3) 0.2941(4) 0.087(7) 1.0000 Uiso H113 0.5612(4) -0.3839(3) 0.3277(4) 0.087(7) 1.0000 Uiso H121 0.5531(5) -0.3576(4) 0.6113(4) 0.095(9) 1.0000 Uiso H122 0.4045(5) -0.2894(4) 0.5789(4) 0.095(9) 1.0000 Uiso H123 0.5210(5) -0.2504(4) 0.5089(4) 0.095(9) 1.0000 Uiso H211 0.3514(3) 0.2066(3) -0.1739(4) 0.074(12) 1.0000 Uiso H311 0.2989(5) 0.3990(3) -0.1634(5) 0.074(8) 1.0000 Uiso H312 0.1440(5) 0.3675(3) -0.1531(5) 0.074(8) 1.0000 Uiso H321 0.0280(3) -0.0655(2) -0.2326(3) 0.032(7) 1.0000 Uiso H411 0.1222(5) 0.4249(3) -0.3708(5) 0.082(9) 1.0000 Uiso H412 0.2351(5) 0.3287(3) -0.3814(5) 0.082(9) 1.0000 Uiso H511 -0.0383(4) 0.2859(3) -0.3595(4) 0.071(12) 1.0000 Uiso H611 0.1642(4) 0.1208(3) -0.3845(3) 0.059(7) 1.0000 Uiso H612 0.0099(4) 0.0914(3) -0.3716(3) 0.059(7) 1.0000 Uiso H711 0.3302(3) 0.1400(3) 0.0361(4) 0.069(11) 1.0000 Uiso H721 -0.1014(3) 0.0334(2) -0.1316(3) 0.034(7) 1.0000 Uiso H811 0.3335(6) 0.2843(5) 0.1944(6) 0.141(15) 1.0000 Uiso H812 0.2834(6) 0.3754(5) 0.0726(6) 0.141(15) 1.0000 Uiso H813 0.1795(6) 0.2717(5) 0.0819(6) 0.141(15) 1.0000 Uiso H911 0.5447(6) 0.2429(8) 0.1469(6) 0.180(18) 1.0000 Uiso H912 0.5113(6) 0.3259(8) 0.0172(6) 0.180(18) 1.0000 Uiso H913 0.5458(6) 0.1924(8) 0.0035(6) 0.180(18) 1.0000 Uiso H1011 -0.1015(6) 0.2083(5) -0.5738(4) 0.119(11) 1.0000 Uiso H1012 -0.0625(6) 0.3422(5) -0.5747(4) 0.119(11) 1.0000 Uiso H1013 0.0501(6) 0.2464(5) -0.5870(4) 0.119(11) 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 Br1 0.0875(3) 0.0652(2) 0.04412(18) -0.00656(16) 0.01405(15) -0.0191(2) O1 0.0364(9) 0.0383(9) 0.0553(12) 0.0115(9) 0.0243(9) 0.0065(8) O3 0.0416(9) 0.0409(13) 0.055(1) 0.0091(9) 0.0229(8) 0.0116(8) O4 0.0346(11) 0.0607(13) 0.0744(16) 0.0218(12) 0.007(1) -0.009(1) O5 0.035(1) 0.0530(12) 0.0601(13) 0.026(1) 0.0077(9) -0.0027(9) N1 0.0316(11) 0.0402(12) 0.0567(15) 0.0133(11) 0.008(1) -0.006(1) C1 0.0413(15) 0.0410(16) 0.0589(18) 0.0130(13) 0.0282(13) 0.0099(12) C4 0.0529(17) 0.0326(14) 0.0516(17) 0.0018(12) 0.0163(14) 0.0058(12) C5 0.0325(13) 0.0367(14) 0.0512(17) 0.0104(12) 0.0084(11) -0.002(1) C6 0.0425(14) 0.0416(17) 0.0428(14) 0.0012(12) 0.0117(11) -0.0093(12) C7 0.0448(15) 0.0363(13) 0.0584(17) 0.0024(12) 0.0270(13) -0.0023(12) C8 0.0304(14) 0.0442(15) 0.0525(16) 0.0103(13) 0.0085(11) -0.0032(12) C9 0.0377(14) 0.0543(18) 0.0535(18) 0.0199(14) 0.0076(12) 0.0050(13) C10 0.0597(19) 0.080(2) 0.100(3) 0.054(3) 0.0274(19) 0.012(2) C11 0.0517(19) 0.073(2) 0.066(2) 0.0158(17) 0.0186(16) 0.0109(16) C12 0.085(3) 0.076(3) 0.060(2) 0.0052(18) 0.003(2) 0.018(2) C21 0.0425(15) 0.0542(18) 0.075(2) 0.0107(16) 0.0319(15) 0.0026(14) C31 0.069(2) 0.0483(19) 0.106(3) 0.0139(19) 0.046(2) -0.0041(16) C32 0.0452(15) 0.0363(13) 0.0437(15) 0.0042(11) 0.0120(12) 0.0044(11) C41 0.0844 0.0580 0.1075 0.0389 0.0598 0.0171 C51 0.0700 0.0699 0.0708 0.0303 0.0432 0.0224 C61 0.0543 0.0569 0.0589 0.0146 0.0278 0.0125 C71 0.0456 0.0681 0.0809 -0.0006 0.0273 -0.0108 C72 0.0326 0.0386 0.0501 0.0074 0.0145 -0.0012 C81 0.0931 0.0951 0.0985 -0.0179 0.0257 -0.0084 C91 0.0616 0.2436 0.1032 0.0190 0.0165 -0.0193 C101 0.1141 0.1054 0.0755 0.0482 0.0474 0.0423 _refine_ls_extinction_coef 10.4(16) _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 Br1 . C6 . 1.907(3) yes O1 . C1 . 1.460(3) yes O1 . C72 . 1.437(3) yes O3 . C1 . 1.429(4) yes O3 . C32 . 1.425(3) yes O4 . C8 . 1.200(4) yes O5 . C8 . 1.354(4) yes O5 . C9 . 1.476(3) yes N1 . C5 . 1.445(4) yes N1 . C8 . 1.351(4) yes N1 . H1 . 0.857(2) no C1 . C21 . 1.525(5) yes C1 . C61 . 1.517(5) yes C4 . C5 . 1.525(4) yes C4 . C32 . 1.519(4) yes C4 . H41 . 1.000 no C4 . H42 . 1.000 no C5 . C6 . 1.512(4) yes C5 . H51 . 1.000 no C6 . C7 . 1.320(4) yes C7 . C72 . 1.490(4) yes C7 . H71 . 1.000 no C9 . C10 . 1.516(5) yes C9 . C11 . 1.504(5) yes C9 . C12 . 1.507(6) yes C10 . H101 . 1.000 no C10 . H102 . 1.000 no C10 . H103 . 1.000 no C11 . H111 . 1.000 no C11 . H112 . 1.000 no C11 . H113 . 1.000 no C12 . H121 . 1.000 no C12 . H122 . 1.000 no C12 . H123 . 1.000 no C21 . C31 . 1.534(5) yes C21 . C71 . 1.548(5) yes C21 . H211 . 1.000 no C31 . C41 . 1.516(7) yes C31 . H311 . 1.000 no C31 . H312 . 1.000 no C32 . C72 . 1.519(4) yes C32 . H321 . 1.000 no C41 . C51 . 1.519(7) yes C41 . H411 . 1.000 no C41 . H412 . 1.000 no C51 . C61 . 1.531(5) yes C51 . C101 . 1.521(6) yes C51 . H511 . 1.000 no C61 . H611 . 1.000 no C61 . H612 . 1.000 no C71 . C81 . 1.542(7) yes C71 . C91 . 1.515(6) yes C71 . H711 . 1.000 no C72 . H721 . 1.000 no C81 . H811 . 1.000 no C81 . H812 . 1.000 no C81 . H813 . 1.000 no C91 . H911 . 1.000 no C91 . H912 . 1.000 no C91 . H913 . 1.000 no C101 . H1011 . 1.000 no C101 . H1012 . 1.000 no C101 . H1013 . 1.000 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 C1 . O1 . C72 . 108.9(2) yes C1 . O3 . C32 . 106.09(19) yes C8 . O5 . C9 . 120.8(2) yes C5 . N1 . C8 . 122.8(2) yes C5 . N1 . H1 . 118.8(2) no C8 . N1 . H1 . 118.1(2) no O1 . C1 . O3 . 103.9(2) yes O1 . C1 . C21 . 110.6(2) yes O3 . C1 . C21 . 109.3(2) yes O1 . C1 . C61 . 108.8(2) yes O3 . C1 . C61 . 110.7(3) yes C21 . C1 . C61 . 113.2(3) yes C5 . C4 . C32 . 114.3(2) yes C5 . C4 . H41 . 108.29(16) no C32 . C4 . H41 . 108.28(16) no C5 . C4 . H42 . 108.27(16) no C32 . C4 . H42 . 108.18(17) no H41 . C4 . H42 . 109.467 no N1 . C5 . C4 . 108.6(2) yes N1 . C5 . C6 . 112.2(2) yes C4 . C5 . C6 . 109.0(2) yes N1 . C5 . H51 . 108.07(14) no C4 . C5 . H51 . 111.31(16) no C6 . C5 . H51 . 107.68(14) no Br1 . C6 . C5 . 115.04(19) yes Br1 . C6 . C7 . 118.7(2) yes C5 . C6 . C7 . 126.2(3) yes C6 . C7 . C72 . 122.6(3) yes C6 . C7 . H71 . 118.71(18) no C72 . C7 . H71 . 118.67(15) no O4 . C8 . O5 . 126.4(3) yes O4 . C8 . N1 . 126.1(3) yes O5 . C8 . N1 . 107.5(2) yes O5 . C9 . C10 . 102.5(2) yes O5 . C9 . C11 . 109.5(3) yes C10 . C9 . C11 . 109.9(3) yes O5 . C9 . C12 . 109.8(3) yes C10 . C9 . C12 . 110.9(4) yes C11 . C9 . C12 . 113.7(3) yes C9 . C10 . H101 . 109.55(18) no C9 . C10 . H102 . 109.4(2) no H101 . C10 . H102 . 109.476 no C9 . C10 . H103 . 109.4(2) no H101 . C10 . H103 . 109.476 no H102 . C10 . H103 . 109.476 no C9 . C11 . H111 . 109.52(18) no C9 . C11 . H112 . 109.5(2) no H111 . C11 . H112 . 109.476 no C9 . C11 . H113 . 109.4(2) no H111 . C11 . H113 . 109.476 no H112 . C11 . H113 . 109.476 no C9 . C12 . H121 . 109.47(19) no C9 . C12 . H122 . 109.5(2) no H121 . C12 . H122 . 109.476 no C9 . C12 . H123 . 109.4(2) no H121 . C12 . H123 . 109.476 no H122 . C12 . H123 . 109.476 no C1 . C21 . C31 . 108.8(3) yes C1 . C21 . C71 . 114.4(3) yes C31 . C21 . C71 . 114.9(3) yes C1 . C21 . H211 . 108.55(15) no C31 . C21 . H211 . 107.98(18) no C71 . C21 . H211 . 101.67(16) no C21 . C31 . C41 . 112.4(4) yes C21 . C31 . H311 . 108.7(2) no C41 . C31 . H311 . 108.6(2) no C21 . C31 . H312 . 108.77(19) no C41 . C31 . H312 . 108.9(2) no H311 . C31 . H312 . 109.467 no O3 . C32 . C4 . 110.1(2) yes O3 . C32 . C72 . 103.2(2) yes C4 . C32 . C72 . 114.2(2) yes O3 . C32 . H321 . 114.72(15) no C4 . C32 . H321 . 104.03(17) no C72 . C32 . H321 . 110.88(16) no C31 . C41 . C51 . 112.0(3) yes C31 . C41 . H411 . 108.8(2) no C51 . C41 . H411 . 108.7(2) no C31 . C41 . H412 . 108.9(2) no C51 . C41 . H412 . 108.9(2) no H411 . C41 . H412 . 109.467 no C41 . C51 . C61 . 109.3(3) yes C41 . C51 . C101 . 113.2(3) yes C61 . C51 . C101 . 111.4(4) yes C41 . C51 . H511 . 107.8(2) no C61 . C51 . H511 . 109.42(17) no C101 . C51 . H511 . 105.5(2) no C1 . C61 . C51 . 112.1(3) yes C1 . C61 . H611 . 108.82(15) no C51 . C61 . H611 . 108.81(17) no C1 . C61 . H612 . 108.82(17) no C51 . C61 . H612 . 108.8(2) no H611 . C61 . H612 . 109.467 no C21 . C71 . C81 . 115.5(3) yes C21 . C71 . C91 . 110.7(3) yes C81 . C71 . C91 . 109.0(5) yes C21 . C71 . H711 . 104.10(19) no C81 . C71 . H711 . 106.1(3) no C91 . C71 . H711 . 111.3(4) no O1 . C72 . C7 . 107.6(2) yes O1 . C72 . C32 . 103.9(2) yes C7 . C72 . C32 . 114.5(2) yes O1 . C72 . H721 . 116.07(13) no C7 . C72 . H721 . 105.70(14) no C32 . C72 . H721 . 109.39(15) no C71 . C81 . H811 . 109.4(3) no C71 . C81 . H812 . 109.4(3) no H811 . C81 . H812 . 109.476 no C71 . C81 . H813 . 109.6(2) no H811 . C81 . H813 . 109.476 no H812 . C81 . H813 . 109.476 no C71 . C91 . H911 . 109.5(3) no C71 . C91 . H912 . 109.5(4) no H911 . C91 . H912 . 109.476 no C71 . C91 . H913 . 109.4(4) no H911 . C91 . H913 . 109.476 no H912 . C91 . H913 . 109.476 no C51 . C101 . H1011 . 109.6(3) no C51 . C101 . H1012 . 109.4(2) no H1011 . C101 . H1012 . 109.476 no C51 . C101 . H1013 . 109.5(2) no H1011 . C101 . H1013 . 109.476 no H1012 . C101 . H1013 . 109.476 no