# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2009 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Pavel Lhotak' ; ? # Address for author 1 ; ; ? # Footnote for author 1 ; 'Jan Budka' ; ? # Address 2 ; ; ? # Footnote 2 ; 'Petra Curinova' '' '' 'Kamil Lang' '' '' 'Ivan Stibor' '' '' 'Jan Sykora' '' '' _publ_contact_author_name 'Pavel Lhotak' _publ_contact_author_email LHOTAKP@VSCHT.CZ _publ_section_title ; Anion Recognition by Diureido-Calix[4]arenes in the 1,3-alternate conformation ; _journal_coden_ASTM ? _journal_coeditor_code ? _journal_coeditor_name ? _journal_coeditor_notes ? _journal_date_accepted ? _journal_date_from_coeditor ? _journal_date_printers_final ? _journal_date_printers_first ? _journal_date_proofs_in ? _journal_date_proofs_out ? # PROCESSING SUMMARY (IUCr Office Use Only): _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? _journal_techeditor_code ? _journal_techeditor_notes ? _journal_volume ? _journal_year ? _publ_contact_author_address ; Chemical Crystallography Laboratory, Department of Chemistry, University of Nowhere, Nowhere, NO1 4T, UK. ; _publ_contact_author_fax '+44 1865 000000' _publ_contact_author_phone '+44 1865 000000' # Check this file using the IUCr facility at: # http://checkcif.iucr.org/ # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. _publ_contact_letter ; Please consider this CIF submission for publication as a Short Format Paper in Acta Crystallographica E. The figures have been sent by mail. ; _publ_requested_category CO # choose from: FI FM FO CI CM CO AD _publ_requested_coeditor_name 'Prof William Clegg' # Attachment 'PZaJB.cif' data_CRYSTALS_cif _database_code_depnum_ccdc_archive 'CCDC 698241' _audit_creation_date 08-07-16 _audit_creation_method CRYSTALS_ver_12.82 _oxford_structure_analysis_title 'PZ A JB FINAL 26/08/03 HP' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 11.2715(9) _cell_length_b 19.3830(7) _cell_length_c 25.9182(18) _cell_angle_alpha 90 _cell_angle_beta 99.967(6) _cell_angle_gamma 90 _cell_volume 5577.0(6) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall ? 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 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 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' 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 C 4.2.6.8 and 6.1.1.4' O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C62 H72 N4 O8 # Dc = 1.19 Fooo = 2144.00 Mu = 6.27 M = 1001.28 # Found Formula = C62 H72 N4 O8 # Dc = 1.19 FOOO = 2144.00 Mu = 6.27 M = 1001.28 _chemical_formula_sum 'C62 H72 N4 O8' _chemical_formula_moiety 'C62 H72 N4 O8' _chemical_compound_source ? _chemical_formula_weight 1001.28 _cell_measurement_reflns_used 9 _cell_measurement_theta_min 38 _cell_measurement_theta_max 40 _cell_measurement_temperature 293 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.40 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_max 0.90 _exptl_crystal_density_diffrn 1.192 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 0.627 # Sheldrick geometric approximatio 0.73 0.78 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; Azimutal absorption correction (North et al., 1968) ; _exptl_absorpt_correction_T_min 0.78 _exptl_absorpt_correction_T_max 0.78 _diffrn_measurement_device_type 'Enraf-Nonius CAD4' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54180 _diffrn_measurement_method \w/2\q _computing_data_collection 'CAD4 Express, (Straver, 1992)' _computing_data_reduction 'RC93 (Watkin, Prout & Lilley, 1994)' _computing_cell_refinement 'CAD4 Express, (Straver, 1992)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time 3600 _diffrn_standards_interval_count 2 _diffrn_standards_number 2 _diffrn_standards_decay_% 1.48 _diffrn_ambient_temperature 293 _diffrn_reflns_number 18195 _reflns_number_total 8563 _diffrn_reflns_av_R_equivalents 0.023 # Number of reflections with Friedels Law is 8563 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 10520 _diffrn_reflns_theta_min 2.862 _diffrn_reflns_theta_max 69.914 _diffrn_measured_fraction_theta_max 0.810 _diffrn_reflns_theta_full 69.914 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _reflns_limit_h_min -8 _reflns_limit_h_max 8 _reflns_limit_k_min 0 _reflns_limit_k_max 23 _reflns_limit_l_min 0 _reflns_limit_l_max 31 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.28 _refine_diff_density_max 0.38 _refine_ls_number_reflns 3643 _refine_ls_number_restraints 0 _refine_ls_number_parameters 577 #_refine_ls_R_factor_ref 0.0825 _refine_ls_wR_factor_ref 0.0822 _refine_ls_goodness_of_fit_ref 1.1561 #_reflns_number_all 8563 _refine_ls_R_factor_all 0.1658 _refine_ls_wR_factor_all 0.1197 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>1.96u(I) _reflns_number_gt 3643 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_gt 0.0822 _refine_ls_shift/su_max 0.000310 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 5.25 2.41 4.17 0.791 -0.175 ; _publ_section_abstract # Text of the abstract ; ? ; _publ_section_comment # Text of the paper ; ? ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures ; ? ; _publ_section_exptl_refinement # Some potentially useful phrases are: ; Because the data were collected with molybdenum radiation, there were no measurable anomalous differences, as a consequence of which it was admissible to merge Friedel pairs of reflections. All hydrogen atoms were found in difference density syntheses. Hydrogen atoms were placed geometrically after each cycle. Hydrogen atoms were placed geometrically after each cycle, the preferred orientations of those groups whose conformations could not be assigned unambiguously having been previously identified by examination of a difference Fourier map. Hydrogen atoms were seen in a difference density synthesis. Those attached to carbon atoms were repositioned geometrically. Hydrogen were initially refined with soft restraints on the bonds to regularise their geometry (bond lengths to accepted values, angles either set by symmetry or to accepted values, and U[iso] dependent upon the adjacent bonded atom), after which they were refined with riding constraints only. donated by Bill Clegg: The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93-98, O---N in the range 0.86-0.89 and O---H = 0.82 \%A) and isotropic adps (U(H) in the range 1.2-1.5 times U~equiv~ of the adjacent atom), after which they were refined with riding constraints. . ; _publ_section_exptl_prep ; ? ; # End of 'script/refcif.dat' # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Straver, L. H. CAD4-EXPRESS, Nonius, Delft, The Netherlands (1992). North, A.C.T., Phillips, D.C. and Mathews, F.S., (1968). Acta Cryst, A24, 351-359 Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994). Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. Watkin, D.J., Prout, C.K., & Lilley, P.M.deQ. (1994). RC93, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint # start Validation Reply Form _vrf_PLAT022_CRYSTALS_cif ; PROBLEM: Ratio Unique / Expected Reflections too Low .... 0.81 RESPONSE: The data were collected at normal temp. Structure contains four alkyl chains that are quite flexible so the intensity of high angle reflections decreases. ; _vrf_PLAT201_CRYSTALS_cif ; PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 18 RESPONSE: These atoms correspond to the alkyl chains mentioned above (2 hexyloxy and 2 propoxy groups). These atoms were refined only iso- tropically and their Us are still quite high. ; _vrf_PLAT222_CRYSTALS_cif ; PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.62 Ratio RESPONSE: see above ; # end Validation Reply Form 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_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens O29 O 1.1563(3) 0.25318(19) 0.52569(14) 0.0711 1.0000 Uani . . . . . . O30 O 1.1455(4) 0.1097(2) 0.63771(15) 0.0877 1.0000 Uani . . . . . . O31 O 1.2891(4) 0.2787(2) 0.67901(16) 0.0844 1.0000 Uani . . . . . . O32 O 1.4937(3) 0.1875(2) 0.59666(14) 0.0763 1.0000 Uani . . . . . . O53 O 1.3521(4) 0.4876(2) 0.48146(14) 0.0792 1.0000 Uani . . . . . . O56 O 1.3426(4) 0.5730(2) 0.62556(15) 0.0974 1.0000 Uani . . . . . . O65 O 0.7767(4) 0.3611(2) 0.55734(15) 0.0903 1.0000 Uani . . . . . . O68 O 0.7858(5) 0.4288(3) 0.70635(16) 0.1091 1.0000 Uani . . . . . . N51 N 1.3990(4) 0.4681(2) 0.56924(17) 0.0720 1.0000 Uani . . . . . . N54 N 1.3332(4) 0.5749(3) 0.53669(16) 0.0712 1.0000 Uani . . . . . . N63 N 0.8457(4) 0.3365(2) 0.64190(17) 0.0681 1.0000 Uani . . . . . . N66 N 0.7452(4) 0.4390(2) 0.61830(16) 0.0633 1.0000 Uani . . . . . . C1 C 1.1142(5) 0.1327(3) 0.5245(2) 0.0640 1.0000 Uani . . . . . . C2 C 0.9955(5) 0.1458(3) 0.5413(2) 0.0734 1.0000 Uani . . . . . . C3 C 0.9982(5) 0.1839(3) 0.5923(2) 0.0588 1.0000 Uani . . . . . . C4 C 0.9211(5) 0.2410(3) 0.5924(2) 0.0630 1.0000 Uani . . . . . . C5 C 0.9186(5) 0.2768(3) 0.6392(2) 0.0609 1.0000 Uani . . . . . . C6 C 0.9929(5) 0.2569(3) 0.68422(19) 0.0587 1.0000 Uani . . . . . . C7 C 1.0715(5) 0.2031(3) 0.6856(2) 0.0609 1.0000 Uani . . . . . . C8 C 1.1585(5) 0.1871(3) 0.73571(19) 0.0711 1.0000 Uani . . . . . . C9 C 1.2927(6) 0.1804(3) 0.7339(2) 0.0647 1.0000 Uani . . . . . . C10 C 1.3551(7) 0.1273(3) 0.7601(2) 0.0731 1.0000 Uani . . . . . . C11 C 1.4799(7) 0.1215(3) 0.7628(2) 0.0870 1.0000 Uani . . . . . . C12 C 1.5373(6) 0.1715(3) 0.7373(2) 0.0825 1.0000 Uani . . . . . . C13 C 1.4784(6) 0.2256(3) 0.70971(19) 0.0630 1.0000 Uani . . . . . . C14 C 1.5498(5) 0.2771(3) 0.6855(2) 0.0836 1.0000 Uani . . . . . . C15 C 1.4978(5) 0.3025(3) 0.6304(2) 0.0684 1.0000 Uani . . . . . . C16 C 1.4750(5) 0.3723(3) 0.6222(2) 0.0700 1.0000 Uani . . . . . . C17 C 1.4260(5) 0.3965(3) 0.5720(2) 0.0656 1.0000 Uani . . . . . . C18 C 1.4017(5) 0.3514(3) 0.5309(2) 0.0654 1.0000 Uani . . . . . . C19 C 1.4222(5) 0.2813(3) 0.5386(2) 0.0649 1.0000 Uani . . . . . . C20 C 1.3879(5) 0.2320(3) 0.4929(2) 0.0741 1.0000 Uani . . . . . . C21 C 1.3009(6) 0.1742(3) 0.5009(2) 0.0691 1.0000 Uani . . . . . . C22 C 1.3319(6) 0.1066(4) 0.4917(2) 0.0839 1.0000 Uani . . . . . . C23 C 1.2573(7) 0.0523(4) 0.4985(3) 0.0879 1.0000 Uani . . . . . . C24 C 1.1506(6) 0.0661(3) 0.5154(2) 0.0811 1.0000 Uani . . . . . . C25 C 1.1907(5) 0.1862(3) 0.51656(19) 0.0613 1.0000 Uani . . . . . . C26 C 1.0693(5) 0.1641(3) 0.6390(2) 0.0635 1.0000 Uani . . . . . . C27 C 1.3553(6) 0.2292(3) 0.70942(19) 0.0642 1.0000 Uani . . . . . . C28 C 1.4733(5) 0.2575(3) 0.5880(2) 0.0675 1.0000 Uani . . . . . . C33 C 1.6083(9) 0.1635(5) 0.5889(4) 0.136(3) 1.0000 Uiso . . . . . . C34 C 1.6367(9) 0.0949(5) 0.6115(4) 0.143(3) 1.0000 Uiso . . . . . . C35 C 1.5456(10) 0.0432(5) 0.6141(4) 0.154(3) 1.0000 Uiso . . . . . . C36 C 1.5688(10) -0.0186(6) 0.6438(4) 0.162(4) 1.0000 Uiso . . . . . . C37 C 1.4704(12) -0.0628(7) 0.6487(5) 0.202(5) 1.0000 Uiso . . . . . . C38 C 1.4997(13) -0.1265(7) 0.6808(6) 0.231(6) 1.0000 Uiso . . . . . . C39 C 1.2719(7) 0.3384(4) 0.7050(3) 0.107(2) 1.0000 Uiso . . . . . . C40 C 1.1944(8) 0.3871(4) 0.6623(3) 0.126(3) 1.0000 Uiso . . . . . . C41 C 1.1646(12) 0.4482(6) 0.6850(5) 0.194(5) 1.0000 Uiso . . . . . . C42 C 1.1263(10) 0.0507(6) 0.6643(4) 0.158(4) 1.0000 Uiso . . . . . . C43 C 1.0363(11) 0.0086(6) 0.6419(4) 0.174(4) 1.0000 Uiso . . . . . . C44 C 1.0166(11) -0.0591(5) 0.6715(5) 0.169(4) 1.0000 Uiso . . . . . . C45 C 0.9240(12) -0.1003(6) 0.6432(5) 0.189(4) 1.0000 Uiso . . . . . . C46 C 0.8977(13) -0.1606(7) 0.6741(5) 0.206(5) 1.0000 Uiso . . . . . . C47 C 0.8119(13) -0.2018(7) 0.6521(6) 0.234(6) 1.0000 Uiso . . . . . . C48 C 1.1010(7) 0.2903(4) 0.4811(3) 0.100(2) 1.0000 Uiso . . . . . . C49 C 1.0685(8) 0.3626(4) 0.4984(3) 0.126(3) 1.0000 Uiso . . . . . . C50 C 1.0291(10) 0.4081(5) 0.4528(4) 0.153(3) 1.0000 Uiso . . . . . . C52 C 1.3627(5) 0.5066(3) 0.5275(2) 0.0681 1.0000 Uani . . . . . . C55 C 1.3247(5) 0.6042(3) 0.5841(2) 0.0759 1.0000 Uani . . . . . . C57 C 1.2905(5) 0.6787(3) 0.5832(2) 0.0746 1.0000 Uani . . . . . . C58 C 1.2348(6) 0.7030(4) 0.6234(2) 0.0893 1.0000 Uani . . . . . . C59 C 1.2053(7) 0.7708(5) 0.6247(3) 0.1100 1.0000 Uani . . . . . . C60 C 1.2309(7) 0.8167(4) 0.5874(3) 0.0991 1.0000 Uani . . . . . . C61 C 1.2869(6) 0.7933(4) 0.5479(3) 0.0889 1.0000 Uani . . . . . . C62 C 1.3146(5) 0.7247(3) 0.5452(2) 0.0771 1.0000 Uani . . . . . . C64 C 0.7899(5) 0.3766(3) 0.6039(2) 0.0636 1.0000 Uani . . . . . . C67 C 0.7472(5) 0.4633(3) 0.6682(2) 0.0704 1.0000 Uani . . . . . . C69 C 0.6942(5) 0.5327(3) 0.6731(2) 0.0690 1.0000 Uani . . . . . . C70 C 0.6652(6) 0.5791(3) 0.6335(2) 0.0857 1.0000 Uani . . . . . . C71 C 0.6172(6) 0.6423(4) 0.6418(3) 0.0913 1.0000 Uani . . . . . . C72 C 0.6001(6) 0.6607(4) 0.6918(3) 0.0900 1.0000 Uani . . . . . . C73 C 0.6272(6) 0.6146(4) 0.7315(3) 0.0964 1.0000 Uani . . . . . . C74 C 0.6748(6) 0.5512(3) 0.7232(2) 0.0801 1.0000 Uani . . . . . . H21 H 0.9566 0.1001 0.5446 0.0864 1.0000 Uiso R . . . . . H22 H 0.9450 0.1734 0.5131 0.0864 1.0000 Uiso R . . . . . H41 H 0.8677 0.2557 0.5593 0.0765 1.0000 Uiso R . . . . . H61 H 0.9895 0.2828 0.7173 0.0725 1.0000 Uiso R . . . . . H81 H 1.1498 0.2248 0.7611 0.0863 1.0000 Uiso R . . . . . H82 H 1.1323 0.1424 0.7493 0.0863 1.0000 Uiso R . . . . . H101 H 1.3114 0.0919 0.7778 0.0888 1.0000 Uiso R . . . . . H111 H 1.5260 0.0826 0.7821 0.1050 1.0000 Uiso R . . . . . H121 H 1.6265 0.1679 0.7396 0.0983 1.0000 Uiso R . . . . . H141 H 1.5615 0.3182 0.7091 0.0977 1.0000 Uiso R . . . . . H142 H 1.6297 0.2557 0.6838 0.0977 1.0000 Uiso R . . . . . H161 H 1.4936 0.4054 0.6521 0.0844 1.0000 Uiso R . . . . . H181 H 1.3688 0.3690 0.4950 0.0786 1.0000 Uiso R . . . . . H201 H 1.4635 0.2104 0.4852 0.0914 1.0000 Uiso R . . . . . H202 H 1.3492 0.2598 0.4620 0.0914 1.0000 Uiso R . . . . . H221 H 1.4104 0.0970 0.4800 0.1004 1.0000 Uiso R . . . . . H231 H 1.2801 0.0039 0.4912 0.1069 1.0000 Uiso R . . . . . H241 H 1.0971 0.0267 0.5212 0.0985 1.0000 Uiso R . . . . . H331 H 1.6458 0.1967 0.6164 0.1635 1.0000 Uiso R . . . . . H332 H 1.6493 0.1672 0.5577 0.1635 1.0000 Uiso R . . . . . H341 H 1.6790 0.1020 0.6484 0.1731 1.0000 Uiso R . . . . . H342 H 1.6938 0.0740 0.5904 0.1731 1.0000 Uiso R . . . . . H351 H 1.4795 0.0674 0.6281 0.1850 1.0000 Uiso R . . . . . H352 H 1.5158 0.0285 0.5771 0.1850 1.0000 Uiso R . . . . . H361 H 1.6081 -0.0048 0.6799 0.1948 1.0000 Uiso R . . . . . H362 H 1.6266 -0.0463 0.6271 0.1948 1.0000 Uiso R . . . . . H371 H 1.4122 -0.0353 0.6654 0.2434 1.0000 Uiso R . . . . . H372 H 1.4312 -0.0770 0.6127 0.2434 1.0000 Uiso R . . . . . H381 H 1.4236 -0.1527 0.6815 0.2761 1.0000 Uiso R . . . . . H382 H 1.5376 -0.1140 0.7174 0.2761 1.0000 Uiso R . . . . . H383 H 1.5566 -0.1557 0.6647 0.2761 1.0000 Uiso R . . . . . H391 H 1.2524 0.3461 0.7407 0.1284 1.0000 Uiso R . . . . . H392 H 1.3601 0.3457 0.7059 0.1284 1.0000 Uiso R . . . . . H401 H 1.2415 0.3981 0.6340 0.1511 1.0000 Uiso R . . . . . H402 H 1.1189 0.3621 0.6469 0.1511 1.0000 Uiso R . . . . . H411 H 1.1152 0.4776 0.6577 0.2343 1.0000 Uiso R . . . . . H412 H 1.2399 0.4734 0.7003 0.2343 1.0000 Uiso R . . . . . H413 H 1.1173 0.4375 0.7132 0.2343 1.0000 Uiso R . . . . . H421 H 1.1237 0.0411 0.7020 0.1932 1.0000 Uiso R . . . . . H422 H 1.1957 0.0255 0.6537 0.1932 1.0000 Uiso R . . . . . H431 H 0.9602 0.0361 0.6382 0.2072 1.0000 Uiso R . . . . . H432 H 1.0522 -0.0044 0.6064 0.2072 1.0000 Uiso R . . . . . H441 H 0.9946 -0.0467 0.7061 0.2038 1.0000 Uiso R . . . . . H442 H 1.0936 -0.0859 0.6773 0.2038 1.0000 Uiso R . . . . . H451 H 0.9504 -0.1171 0.6105 0.2267 1.0000 Uiso R . . . . . H452 H 0.8495 -0.0718 0.6338 0.2267 1.0000 Uiso R . . . . . H461 H 0.9727 -0.1889 0.6825 0.2498 1.0000 Uiso R . . . . . H462 H 0.8750 -0.1428 0.7073 0.2498 1.0000 Uiso R . . . . . H471 H 0.8020 -0.2403 0.6767 0.2812 1.0000 Uiso R . . . . . H472 H 0.8327 -0.2212 0.6190 0.2812 1.0000 Uiso R . . . . . H473 H 0.7350 -0.1752 0.6438 0.2812 1.0000 Uiso R . . . . . H481 H 1.1131 0.2923 0.4438 0.1204 1.0000 Uiso R . . . . . H482 H 1.0319 0.2589 0.4839 0.1204 1.0000 Uiso R . . . . . H491 H 1.1416 0.3831 0.5204 0.1492 1.0000 Uiso R . . . . . H492 H 1.0023 0.3593 0.5194 0.1492 1.0000 Uiso R . . . . . H501 H 1.0098 0.4550 0.4651 0.1849 1.0000 Uiso R . . . . . H502 H 1.0951 0.4118 0.4317 0.1849 1.0000 Uiso R . . . . . H503 H 0.9557 0.3880 0.4307 0.1849 1.0000 Uiso R . . . . . H581 H 1.2165 0.6708 0.6512 0.1079 1.0000 Uiso R . . . . . H591 H 1.1639 0.7878 0.6534 0.1331 1.0000 Uiso R . . . . . H601 H 1.2088 0.8665 0.5894 0.1189 1.0000 Uiso R . . . . . H611 H 1.3072 0.8262 0.5210 0.1069 1.0000 Uiso R . . . . . H621 H 1.3530 0.7076 0.5156 0.0939 1.0000 Uiso R . . . . . H701 H 0.6795 0.5669 0.5976 0.1052 1.0000 Uiso R . . . . . H711 H 0.5943 0.6749 0.6119 0.1086 1.0000 Uiso R . . . . . H721 H 0.5679 0.7074 0.6983 0.1102 1.0000 Uiso R . . . . . H731 H 0.6129 0.6273 0.7673 0.1179 1.0000 Uiso R . . . . . H741 H 0.6954 0.5182 0.7530 0.0961 1.0000 Uiso R . . . . . H661 H 0.7002 0.4643 0.5886 0.0500 1.0000 Uiso R . . . . . H541 H 1.3209 0.6110 0.5029 0.0500 1.0000 Uiso R . . . . . H631 H 0.8546 0.3531 0.6757 0.0500 1.0000 Uiso R . . . . . H511 H 1.3983 0.4836 0.6034 0.0500 1.0000 Uiso R . . . . . 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 O29 0.071(3) 0.068(3) 0.076(2) -0.0071(19) 0.0182(19) -0.004(2) O30 0.106(3) 0.071(3) 0.085(3) 0.002(2) 0.014(2) 0.014(3) O31 0.077(3) 0.081(3) 0.096(3) 0.030(2) 0.017(2) 0.005(2) O32 0.054(3) 0.093(3) 0.085(3) 0.007(2) 0.0230(19) 0.008(2) O53 0.091(3) 0.087(3) 0.060(2) 0.001(2) 0.015(2) -0.002(2) O56 0.133(4) 0.103(3) 0.054(2) -0.002(2) 0.012(2) -0.017(3) O65 0.118(4) 0.094(3) 0.056(2) -0.005(2) 0.007(2) 0.025(3) O68 0.142(4) 0.130(4) 0.053(2) 0.003(3) 0.010(2) 0.048(3) N51 0.085(4) 0.081(3) 0.051(3) 0.002(3) 0.015(2) -0.017(3) N54 0.082(4) 0.082(4) 0.052(3) 0.001(2) 0.018(2) -0.005(3) N63 0.068(3) 0.081(3) 0.055(3) -0.003(2) 0.009(2) 0.007(3) N66 0.064(3) 0.075(3) 0.050(2) 0.003(2) 0.009(2) 0.006(2) C1 0.057(4) 0.069(4) 0.066(3) -0.021(3) 0.012(3) -0.005(3) C2 0.066(4) 0.084(4) 0.069(3) -0.016(3) 0.007(3) -0.015(3) C3 0.049(4) 0.060(3) 0.070(4) -0.008(3) 0.015(3) -0.007(3) C4 0.054(4) 0.081(4) 0.053(3) -0.001(3) 0.008(2) -0.010(3) C5 0.050(4) 0.076(4) 0.059(3) 0.003(3) 0.018(3) -0.001(3) C6 0.062(4) 0.064(4) 0.053(3) 0.003(3) 0.019(3) -0.004(3) C7 0.047(4) 0.075(4) 0.064(3) 0.001(3) 0.019(3) -0.016(3) C8 0.073(5) 0.083(4) 0.059(3) 0.014(3) 0.018(3) 0.000(3) C9 0.071(5) 0.069(4) 0.056(3) 0.004(3) 0.014(3) 0.006(3) C10 0.084(6) 0.066(4) 0.074(4) 0.010(3) 0.027(3) 0.007(3) C11 0.093(6) 0.086(5) 0.086(4) 0.027(4) 0.025(4) 0.027(4) C12 0.066(4) 0.106(5) 0.073(4) 0.016(4) 0.005(3) 0.012(4) C13 0.043(5) 0.091(4) 0.054(3) 0.008(3) 0.005(2) -0.003(3) C14 0.057(4) 0.112(5) 0.076(4) 0.022(4) -0.004(3) -0.023(4) C15 0.048(4) 0.094(5) 0.063(3) 0.017(3) 0.009(3) -0.014(3) C16 0.058(4) 0.092(5) 0.060(3) 0.012(3) 0.010(3) -0.017(3) C17 0.056(4) 0.080(4) 0.062(4) 0.009(3) 0.013(3) -0.010(3) C18 0.057(4) 0.081(4) 0.059(3) 0.007(3) 0.015(3) -0.015(3) C19 0.051(4) 0.081(4) 0.064(4) 0.004(3) 0.016(3) -0.006(3) C20 0.073(4) 0.081(4) 0.073(4) -0.002(3) 0.025(3) -0.010(3) C21 0.078(5) 0.067(4) 0.064(3) -0.011(3) 0.017(3) -0.004(3) C22 0.078(5) 0.087(5) 0.090(4) -0.022(4) 0.025(3) -0.006(4) C23 0.081(5) 0.080(5) 0.105(5) -0.028(4) 0.023(4) 0.009(4) C24 0.080(5) 0.075(5) 0.088(4) -0.011(3) 0.015(4) -0.012(4) C25 0.067(4) 0.061(4) 0.058(3) -0.012(3) 0.015(3) 0.001(3) C26 0.061(4) 0.058(4) 0.073(4) -0.006(3) 0.016(3) -0.004(3) C27 0.078(6) 0.060(4) 0.051(3) 0.014(3) 0.002(3) 0.006(3) C28 0.056(4) 0.080(4) 0.071(4) 0.007(3) 0.023(3) -0.004(3) C52 0.065(4) 0.088(5) 0.052(3) -0.001(3) 0.015(3) -0.015(3) C55 0.076(4) 0.090(5) 0.061(4) 0.005(4) 0.011(3) -0.013(3) C57 0.077(4) 0.090(5) 0.056(3) -0.007(3) 0.011(3) -0.017(3) C58 0.104(5) 0.111(6) 0.054(3) -0.018(4) 0.018(3) -0.002(4) C59 0.131(7) 0.122(7) 0.080(5) -0.022(5) 0.026(4) 0.003(6) C60 0.106(6) 0.096(5) 0.094(5) -0.031(5) 0.015(4) 0.000(4) C61 0.091(5) 0.090(5) 0.085(4) -0.010(4) 0.012(4) -0.012(4) C62 0.070(4) 0.088(5) 0.074(4) -0.006(3) 0.016(3) -0.010(4) C64 0.058(4) 0.079(4) 0.055(3) 0.003(3) 0.010(3) 0.002(3) C67 0.065(4) 0.082(4) 0.064(4) -0.005(3) 0.013(3) 0.009(3) C69 0.055(4) 0.088(4) 0.064(3) -0.004(3) 0.010(3) -0.003(3) C70 0.097(5) 0.089(5) 0.076(4) -0.007(4) 0.029(4) 0.005(4) C71 0.097(5) 0.096(5) 0.079(4) 0.004(4) 0.014(4) 0.015(4) C72 0.089(5) 0.081(5) 0.104(5) -0.016(4) 0.030(4) 0.000(4) C73 0.093(5) 0.112(6) 0.091(5) -0.020(5) 0.032(4) 0.008(4) C74 0.081(5) 0.093(5) 0.066(4) -0.016(3) 0.012(3) 0.012(4) _refine_ls_extinction_coef 980.089 _refine_ls_extinction_method 'Larson 1970 Crystallographic Computing eq 22' _oxford_refine_ls_scale 0.869(3) 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 O29 . C25 . 1.386(6) yes O29 . C48 . 1.411(8) yes O30 . C26 . 1.364(6) yes O30 . C42 . 1.372(11) yes O31 . C27 . 1.376(6) yes O31 . C39 . 1.369(8) yes O32 . C28 . 1.387(6) yes O32 . C33 . 1.419(10) yes O53 . C52 . 1.235(6) yes O56 . C55 . 1.220(6) yes O65 . C64 . 1.228(6) yes O68 . C67 . 1.212(6) yes N51 . C17 . 1.419(7) yes N51 . C52 . 1.320(7) yes N51 . H511 . 0.936 no N54 . C52 . 1.396(7) yes N54 . C55 . 1.371(7) yes N54 . H541 . 1.110 no N63 . C5 . 1.429(7) yes N63 . C64 . 1.324(6) yes N63 . H631 . 0.923 no N66 . C64 . 1.386(7) yes N66 . C67 . 1.372(7) yes N66 . H661 . 0.978 no C1 . C2 . 1.498(8) yes C1 . C24 . 1.388(8) yes C1 . C25 . 1.388(7) yes C2 . C3 . 1.509(7) yes C2 . H21 . 1.000 no C2 . H22 . 1.000 no C3 . C4 . 1.409(7) yes C3 . C26 . 1.384(7) yes C4 . C5 . 1.401(7) yes C4 . H41 . 1.000 no C5 . C6 . 1.369(7) yes C6 . C7 . 1.364(7) yes C6 . H61 . 1.000 no C7 . C8 . 1.518(7) yes C7 . C26 . 1.422(7) yes C8 . C9 . 1.527(8) yes C8 . H81 . 1.000 no C8 . H82 . 1.000 no C9 . C10 . 1.361(7) yes C9 . C27 . 1.396(8) yes C10 . C11 . 1.401(9) yes C10 . H101 . 1.000 no C11 . C12 . 1.392(8) yes C11 . H111 . 1.000 no C12 . C13 . 1.375(8) yes C12 . H121 . 1.000 no C13 . C14 . 1.486(8) yes C13 . C27 . 1.389(8) yes C14 . C15 . 1.528(7) yes C14 . H141 . 1.000 no C14 . H142 . 1.000 no C15 . C16 . 1.387(8) yes C15 . C28 . 1.394(8) yes C16 . C17 . 1.402(7) yes C16 . H161 . 1.000 no C17 . C18 . 1.370(7) yes C18 . C19 . 1.386(7) yes C18 . H181 . 1.000 no C19 . C20 . 1.518(7) yes C19 . C28 . 1.390(7) yes C20 . C21 . 1.527(8) yes C20 . H201 . 1.000 no C20 . H202 . 1.000 no C21 . C22 . 1.386(8) yes C21 . C25 . 1.391(8) yes C22 . C23 . 1.378(9) yes C22 . H221 . 1.000 no C23 . C24 . 1.376(9) yes C23 . H231 . 1.000 no C24 . H241 . 1.000 no C33 . C34 . 1.468(11) yes C33 . H331 . 1.000 no C33 . H332 . 1.000 no C34 . C35 . 1.444(12) yes C34 . H341 . 1.000 no C34 . H342 . 1.000 no C35 . C36 . 1.423(12) yes C35 . H351 . 1.000 no C35 . H352 . 1.000 no C36 . C37 . 1.425(14) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C37 . C38 . 1.493(15) yes C37 . H371 . 1.000 no C37 . H372 . 1.000 no C38 . H381 . 1.000 no C38 . H382 . 1.000 no C38 . H383 . 1.000 no C39 . C40 . 1.594(10) yes C39 . H391 . 1.000 no C39 . H392 . 1.000 no C40 . C41 . 1.389(12) yes C40 . H401 . 1.000 no C40 . H402 . 1.000 no C41 . H411 . 1.000 no C41 . H412 . 1.000 no C41 . H413 . 1.000 no C42 . C43 . 1.351(12) yes C42 . H421 . 1.000 no C42 . H422 . 1.000 no C43 . C44 . 1.555(13) yes C43 . H431 . 1.000 no C43 . H432 . 1.000 no C44 . C45 . 1.414(14) yes C44 . H441 . 1.000 no C44 . H442 . 1.000 no C45 . C46 . 1.475(14) yes C45 . H451 . 1.000 no C45 . H452 . 1.000 no C46 . C47 . 1.308(16) yes C46 . H461 . 1.000 no C46 . H462 . 1.000 no C47 . H471 . 1.000 no C47 . H472 . 1.000 no C47 . H473 . 1.000 no C48 . C49 . 1.536(10) yes C48 . H481 . 1.000 no C48 . H482 . 1.000 no C49 . C50 . 1.479(11) yes C49 . H491 . 1.000 no C49 . H492 . 1.000 no C50 . H501 . 1.000 no C50 . H502 . 1.000 no C50 . H503 . 1.000 no C55 . C57 . 1.493(8) yes C57 . C58 . 1.390(8) yes C57 . C62 . 1.391(8) yes C58 . C59 . 1.358(9) yes C58 . H581 . 1.000 no C59 . C60 . 1.378(10) yes C59 . H591 . 1.000 no C60 . C61 . 1.371(9) yes C60 . H601 . 1.000 no C61 . C62 . 1.369(8) yes C61 . H611 . 1.000 no C62 . H621 . 1.000 no C67 . C69 . 1.486(8) yes C69 . C70 . 1.362(8) yes C69 . C74 . 1.401(8) yes C70 . C71 . 1.371(8) yes C70 . H701 . 1.000 no C71 . C72 . 1.388(9) yes C71 . H711 . 1.000 no C72 . C73 . 1.357(9) yes C72 . H721 . 1.000 no C73 . C74 . 1.372(8) yes C73 . H731 . 1.000 no C74 . H741 . 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 C25 . O29 . C48 . 115.7(4) yes C26 . O30 . C42 . 118.6(6) yes C27 . O31 . C39 . 114.6(5) yes C28 . O32 . C33 . 115.3(5) yes C17 . N51 . C52 . 128.9(5) yes C17 . N51 . H511 . 107.6 no C52 . N51 . H511 . 122.7 no C52 . N54 . C55 . 126.9(5) yes C52 . N54 . H541 . 117.6 no C55 . N54 . H541 . 115.3 no C5 . N63 . C64 . 129.9(5) yes C5 . N63 . H631 . 111.1 no C64 . N63 . H631 . 117.5 no C64 . N66 . C67 . 127.2(5) yes C64 . N66 . H661 . 112.9 no C67 . N66 . H661 . 119.5 no C2 . C1 . C24 . 120.8(6) yes C2 . C1 . C25 . 121.7(5) yes C24 . C1 . C25 . 117.4(5) yes C1 . C2 . C3 . 117.0(4) yes C1 . C2 . H21 . 107.6 no C3 . C2 . H21 . 107.5 no C1 . C2 . H22 . 107.6 no C3 . C2 . H22 . 107.5 no H21 . C2 . H22 . 109.5 no C2 . C3 . C4 . 117.8(5) yes C2 . C3 . C26 . 123.4(5) yes C4 . C3 . C26 . 118.8(5) yes C3 . C4 . C5 . 119.6(5) yes C3 . C4 . H41 . 120.2 no C5 . C4 . H41 . 120.1 no N63 . C5 . C4 . 122.8(5) yes N63 . C5 . C6 . 117.2(5) yes C4 . C5 . C6 . 119.9(5) yes C5 . C6 . C7 . 122.4(5) yes C5 . C6 . H61 . 118.8 no C7 . C6 . H61 . 118.8 no C6 . C7 . C8 . 119.9(5) yes C6 . C7 . C26 . 117.9(5) yes C8 . C7 . C26 . 122.1(5) yes C7 . C8 . C9 . 119.2(4) yes C7 . C8 . H81 . 106.9 no C9 . C8 . H81 . 107.0 no C7 . C8 . H82 . 107.1 no C9 . C8 . H82 . 107.0 no H81 . C8 . H82 . 109.5 no C8 . C9 . C10 . 118.5(5) yes C8 . C9 . C27 . 122.5(5) yes C10 . C9 . C27 . 118.8(6) yes C9 . C10 . C11 . 120.8(6) yes C9 . C10 . H101 . 119.7 no C11 . C10 . H101 . 119.5 no C10 . C11 . C12 . 117.8(6) yes C10 . C11 . H111 . 121.0 no C12 . C11 . H111 . 121.2 no C11 . C12 . C13 . 123.8(6) yes C11 . C12 . H121 . 118.0 no C13 . C12 . H121 . 118.2 no C12 . C13 . C14 . 119.0(6) yes C12 . C13 . C27 . 115.6(5) yes C14 . C13 . C27 . 125.3(5) yes C13 . C14 . C15 . 117.6(5) yes C13 . C14 . H141 . 107.5 no C15 . C14 . H141 . 107.6 no C13 . C14 . H142 . 107.3 no C15 . C14 . H142 . 107.2 no H141 . C14 . H142 . 109.5 no C14 . C15 . C16 . 119.4(6) yes C14 . C15 . C28 . 121.8(6) yes C16 . C15 . C28 . 118.9(5) yes C15 . C16 . C17 . 120.1(6) yes C15 . C16 . H161 . 119.8 no C17 . C16 . H161 . 120.1 no N51 . C17 . C16 . 114.8(5) yes N51 . C17 . C18 . 124.9(5) yes C16 . C17 . C18 . 120.1(6) yes C17 . C18 . C19 . 120.5(5) yes C17 . C18 . H181 . 119.8 no C19 . C18 . H181 . 119.7 no C18 . C19 . C20 . 119.4(5) yes C18 . C19 . C28 . 119.4(5) yes C20 . C19 . C28 . 121.2(5) yes C19 . C20 . C21 . 116.1(4) yes C19 . C20 . H201 . 107.9 no C21 . C20 . H201 . 108.0 no C19 . C20 . H202 . 107.6 no C21 . C20 . H202 . 107.6 no H201 . C20 . H202 . 109.5 no C20 . C21 . C22 . 118.9(6) yes C20 . C21 . C25 . 122.8(5) yes C22 . C21 . C25 . 118.3(5) yes C21 . C22 . C23 . 121.4(6) yes C21 . C22 . H221 . 119.4 no C23 . C22 . H221 . 119.2 no C22 . C23 . C24 . 118.7(6) yes C22 . C23 . H231 . 120.7 no C24 . C23 . H231 . 120.7 no C1 . C24 . C23 . 122.4(6) yes C1 . C24 . H241 . 118.8 no C23 . C24 . H241 . 118.8 no C21 . C25 . C1 . 121.8(5) yes C21 . C25 . O29 . 119.9(5) yes C1 . C25 . O29 . 118.3(5) yes C7 . C26 . C3 . 121.2(5) yes C7 . C26 . O30 . 120.9(5) yes C3 . C26 . O30 . 117.7(5) yes C9 . C27 . C13 . 123.2(5) yes C9 . C27 . O31 . 117.8(6) yes C13 . C27 . O31 . 118.7(5) yes C15 . C28 . C19 . 120.9(6) yes C15 . C28 . O32 . 118.7(5) yes C19 . C28 . O32 . 120.3(5) yes O32 . C33 . C34 . 112.4(8) yes O32 . C33 . H331 . 88.3 no C34 . C33 . H331 . 105.2 no O32 . C33 . H332 . 130.6 no C34 . C33 . H332 . 106.8 no H331 . C33 . H332 . 109.5 no C33 . C34 . C35 . 122.6(9) yes C33 . C34 . H341 . 107.0 no C35 . C34 . H341 . 106.1 no C33 . C34 . H342 . 105.4 no C35 . C34 . H342 . 106.0 no H341 . C34 . H342 . 109.5 no C34 . C35 . C36 . 122.8(10) yes C34 . C35 . H351 . 105.9 no C36 . C35 . H351 . 106.1 no C34 . C35 . H352 . 106.1 no C36 . C35 . H352 . 106.1 no H351 . C35 . H352 . 109.5 no C35 . C36 . C37 . 118.8(11) yes C35 . C36 . H361 . 107.0 no C37 . C36 . H361 . 107.5 no C35 . C36 . H362 . 107.0 no C37 . C36 . H362 . 106.9 no H361 . C36 . H362 . 109.5 no C36 . C37 . C38 . 116.6(12) yes C36 . C37 . H371 . 107.3 no C38 . C37 . H371 . 107.3 no C36 . C37 . H372 . 107.9 no C38 . C37 . H372 . 108.1 no H371 . C37 . H372 . 109.5 no C37 . C38 . H381 . 108.8 no C37 . C38 . H382 . 110.2 no H381 . C38 . H382 . 109.5 no C37 . C38 . H383 . 109.4 no H381 . C38 . H383 . 109.5 no H382 . C38 . H383 . 109.5 no O31 . C39 . C40 . 105.5(6) yes O31 . C39 . H391 . 130.9 no C40 . C39 . H391 . 111.8 no O31 . C39 . H392 . 84.7 no C40 . C39 . H392 . 110.8 no H391 . C39 . H392 . 109.5 no C39 . C40 . C41 . 110.9(8) yes C39 . C40 . H401 . 109.7 no C41 . C40 . H401 . 109.1 no C39 . C40 . H402 . 108.5 no C41 . C40 . H402 . 109.2 no H401 . C40 . H402 . 109.5 no C40 . C41 . H411 . 109.5 no C40 . C41 . H412 . 109.6 no H411 . C41 . H412 . 109.5 no C40 . C41 . H413 . 109.4 no H411 . C41 . H413 . 109.5 no H412 . C41 . H413 . 109.5 no O30 . C42 . C43 . 117.4(10) yes O30 . C42 . H421 . 132.7 no C43 . C42 . H421 . 99.3 no O30 . C42 . H422 . 94.1 no C43 . C42 . H422 . 98.8 no H421 . C42 . H422 . 109.5 no C42 . C43 . C44 . 117.2(10) yes C42 . C43 . H431 . 106.7 no C44 . C43 . H431 . 107.7 no C42 . C43 . H432 . 107.8 no C44 . C43 . H432 . 107.8 no H431 . C43 . H432 . 109.5 no C43 . C44 . C45 . 112.1(10) yes C43 . C44 . H441 . 108.6 no C45 . C44 . H441 . 108.9 no C43 . C44 . H442 . 108.6 no C45 . C44 . H442 . 109.1 no H441 . C44 . H442 . 109.5 no C44 . C45 . C46 . 111.5(11) yes C44 . C45 . H451 . 108.8 no C46 . C45 . H451 . 108.5 no C44 . C45 . H452 . 109.2 no C46 . C45 . H452 . 109.3 no H451 . C45 . H452 . 109.5 no C45 . C46 . C47 . 116.8(14) yes C45 . C46 . H461 . 108.2 no C47 . C46 . H461 . 107.1 no C45 . C46 . H462 . 107.4 no C47 . C46 . H462 . 107.8 no H461 . C46 . H462 . 109.5 no C46 . C47 . H471 . 109.5 no C46 . C47 . H472 . 109.8 no H471 . C47 . H472 . 109.5 no C46 . C47 . H473 . 109.1 no H471 . C47 . H473 . 109.5 no H472 . C47 . H473 . 109.5 no O29 . C48 . C49 . 108.6(6) yes O29 . C48 . H481 . 134.2 no C49 . C48 . H481 . 109.0 no O29 . C48 . H482 . 82.5 no C49 . C48 . H482 . 107.8 no H481 . C48 . H482 . 109.5 no C48 . C49 . C50 . 111.4(7) yes C48 . C49 . H491 . 108.4 no C50 . C49 . H491 . 108.8 no C48 . C49 . H492 . 109.8 no C50 . C49 . H492 . 108.9 no H491 . C49 . H492 . 109.5 no C49 . C50 . H501 . 109.9 no C49 . C50 . H502 . 109.3 no H501 . C50 . H502 . 109.5 no C49 . C50 . H503 . 109.2 no H501 . C50 . H503 . 109.5 no H502 . C50 . H503 . 109.5 no N54 . C52 . N51 . 116.5(5) yes N54 . C52 . O53 . 117.5(5) yes N51 . C52 . O53 . 126.0(6) yes N54 . C55 . O56 . 123.8(6) yes N54 . C55 . C57 . 116.3(5) yes O56 . C55 . C57 . 119.8(6) yes C55 . C57 . C58 . 117.7(6) yes C55 . C57 . C62 . 123.4(6) yes C58 . C57 . C62 . 118.8(6) yes C57 . C58 . C59 . 119.4(7) yes C57 . C58 . H581 . 120.3 no C59 . C58 . H581 . 120.3 no C58 . C59 . C60 . 121.7(7) yes C58 . C59 . H591 . 119.0 no C60 . C59 . H591 . 119.3 no C59 . C60 . C61 . 119.3(7) yes C59 . C60 . H601 . 120.2 no C61 . C60 . H601 . 120.5 no C60 . C61 . C62 . 119.9(7) yes C60 . C61 . H611 . 120.0 no C62 . C61 . H611 . 120.1 no C57 . C62 . C61 . 120.8(6) yes C57 . C62 . H621 . 119.6 no C61 . C62 . H621 . 119.6 no N66 . C64 . N63 . 117.4(5) yes N66 . C64 . O65 . 119.3(5) yes N63 . C64 . O65 . 123.3(5) yes N66 . C67 . O68 . 121.7(5) yes N66 . C67 . C69 . 116.8(5) yes O68 . C67 . C69 . 121.5(5) yes C67 . C69 . C70 . 125.5(5) yes C67 . C69 . C74 . 116.2(5) yes C70 . C69 . C74 . 118.3(6) yes C69 . C70 . C71 . 121.4(6) yes C69 . C70 . H701 . 119.3 no C71 . C70 . H701 . 119.3 no C70 . C71 . C72 . 119.9(6) yes C70 . C71 . H711 . 119.9 no C72 . C71 . H711 . 120.2 no C71 . C72 . C73 . 119.2(6) yes C71 . C72 . H721 . 120.2 no C73 . C72 . H721 . 120.6 no C72 . C73 . C74 . 120.9(6) yes C72 . C73 . H731 . 119.5 no C74 . C73 . H731 . 119.6 no C69 . C74 . C73 . 120.2(6) yes C69 . C74 . H741 . 119.9 no C73 . C74 . H741 . 119.9 no