Electronic Supplementary Material for CrystEngComm This Journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name _publ_author_address _publ_author_footnote 'C. E. Housecroft' ; ? # Address for author 1 ; ; ? # Footnote for author 1 ; 'E. Constable' ; ? # Address 2 ; ; ? # Footnote 2 ; 'Mark Hausler' '' '' 'Bianca A. Hermann' '' '' 'Markus Neuburger' '' '' 'Silvia Schaffner' '' '' 'Lukas J. Scherer' '' '' _publ_contact_author_name 'C. E. Housecroft' _publ_contact_author_address ; Departement Chemie University of Basel Spitalstrasse 51 Basel CH-4056 SWITZERLAND ; _publ_contact_author_email CATHERINE.HOUSECROFT@UNIBAS.CH _publ_requested_journal 'Cryst Eng. Comm.' _publ_section_title ; Self-assembled monolayers as two-dimensional crystals: relationship to three-dimensional crystals ; _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_name_full ? _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_fax '+44 1865 285018' _publ_contact_author_phone '+44 1865 285024' # Check this file using the IUCr facility at: # http://journals.iucr.org/services/cif/checking/checkfull.html # 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 C. 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 'Amine_02.cif' data_mh-29 _database_code_depnum_ccdc_archive 'CCDC 627990' _audit_creation_date 06-09-28 _audit_creation_method CRYSTALS_ver_12.84 _oxford_structure_analysis_title '2071536 mh-29_173k' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 10.3597(4) _cell_length_b 15.6450(5) _cell_length_c 16.5620(7) _cell_angle_alpha 99.984(2) _cell_angle_beta 103.5202(19) _cell_angle_gamma 101.540(2) _cell_volume 2487.97(17) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-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 0.0033 0.0016 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' 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 C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 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' _cell_formula_units_Z 2 # Given Formula = C53 H85 N1 O6 # Dc = 1.11 Fooo = 916.00 Mu = 0.71 M = 832.26 # Found Formula = C53 H85 N1 O6 # Dc = 1.11 FOOO = 916.00 Mu = 0.71 M = 832.26 _chemical_formula_sum 'C53 H85 N1 O6' _chemical_formula_moiety 'C53 H85 N1 O6' _chemical_compound_source ? _chemical_formula_weight 832.26 _cell_measurement_reflns_used 11180 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27 _cell_measurement_temperature 173 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_min 0.06 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_max 0.48 _exptl_crystal_density_diffrn 1.111 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 916 _exptl_absorpt_coefficient_mu 0.071 # Sheldrick geometric approximatio 0.99 1.00 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.99 _exptl_absorpt_correction_T_max 1.00 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 1997-2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _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 ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 173 _diffrn_reflns_number 21917 _reflns_number_total 11397 _diffrn_reflns_av_R_equivalents 0.021 # Number of reflections with Friedels Law is 11397 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 11439 _diffrn_reflns_theta_min 1.365 _diffrn_reflns_theta_max 27.507 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.507 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _reflns_limit_h_min -13 _reflns_limit_h_max 12 _reflns_limit_k_min -20 _reflns_limit_k_max 20 _reflns_limit_l_min 0 _reflns_limit_l_max 21 _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 -0.31 _refine_diff_density_max 0.56 _refine_ls_number_reflns 5886 _refine_ls_number_restraints 0 _refine_ls_number_parameters 541 #_refine_ls_R_factor_ref 0.0766 _refine_ls_wR_factor_ref 0.0761 _refine_ls_goodness_of_fit_ref 1.1220 #_reflns_number_all 11285 _refine_ls_R_factor_all 0.1549 _refine_ls_wR_factor_all 0.1172 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>1.2\s(I) _reflns_number_gt 5886 _refine_ls_R_factor_gt 0.0766 _refine_ls_wR_factor_gt 0.0761 _refine_ls_shift/su_max 0.000343 # 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: 1.53 1.75 1.03 ; _publ_section_figure_captions # Captions to figures - Start each caption on a new line after a blank line ; Fig. 1. The title compound with displacement ellipsoids drawn at the 50% probability level. H atoms are shown as spheres of arbitary radius. ; _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; In the absence of significant anomalous scattering, Friedel pairs were merged. The absolute configuration was arbitrarily assigned. The relatively large ratio of minimum to maximum corrections applied in the multiscan process (1:nnn) reflect changes in the illuminated volume of the crystal. Changes in illuminated volume were kept to a minimum, and were taken into account (Gorbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). Gorbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. 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--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints. ; # 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. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Nonius (1997-2001). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, edited by C. W. Carter Jr & R. M. Sweet, pp. 307--326. New York: Academic Press. 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. ; # 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 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 O1 O 0.86765(17) 0.24137(11) 0.09691(12) 0.0438 1.0000 Uani . . . . . . O2 O 0.42252(17) 0.10578(11) -0.07429(12) 0.0442 1.0000 Uani . . . . . . O3 O 1.42923(17) 0.42147(11) 0.32921(12) 0.0443 1.0000 Uani . . . . . . O4 O 1.05228(19) 0.55301(12) 0.28303(14) 0.0564 1.0000 Uani . . . . . . O5 O 0.02153(17) 0.23218(11) -0.10336(12) 0.0443 1.0000 Uani . . . . . . O6 O -0.15561(17) -0.04355(12) -0.31038(12) 0.0474 1.0000 Uani . . . . . . N1 N 0.7061(3) -0.1268(2) -0.1576(2) 0.0928 1.0000 Uani . . . . . . C1 C 0.7342(2) 0.02102(16) -0.05477(16) 0.0368 1.0000 Uani . . . . . . C2 C 0.8282(2) 0.09398(16) 0.00510(17) 0.0372 1.0000 Uani . . . . . . C3 C 0.7836(2) 0.16696(16) 0.03734(16) 0.0351 1.0000 Uani . . . . . . C4 C 0.6470(3) 0.16878(16) 0.00983(17) 0.0387 1.0000 Uani . . . . . . C5 C 0.5548(2) 0.09668(16) -0.04996(16) 0.0363 1.0000 Uani . . . . . . C6 C 0.5969(2) 0.02230(16) -0.08174(16) 0.0376 1.0000 Uani . . . . . . C7 C 0.7865(3) -0.05914(17) -0.08606(18) 0.0455 1.0000 Uani . . . . . . C8 C 1.0095(2) 0.24286(16) 0.12504(18) 0.0408 1.0000 Uani . . . . . . C9 C 1.0844(2) 0.32992(16) 0.19022(16) 0.0373 1.0000 Uani . . . . . . C10 C 1.2195(2) 0.33738(16) 0.23309(17) 0.0384 1.0000 Uani . . . . . . C11 C 1.2952(2) 0.41761(16) 0.29069(17) 0.0373 1.0000 Uani . . . . . . C12 C 1.2357(3) 0.48863(16) 0.30604(16) 0.0385 1.0000 Uani . . . . . . C13 C 1.0996(3) 0.47839(17) 0.26264(18) 0.0425 1.0000 Uani . . . . . . C14 C 1.0220(3) 0.39996(17) 0.20389(18) 0.0415 1.0000 Uani . . . . . . C15 C 0.3232(2) 0.03265(17) -0.13459(16) 0.0378 1.0000 Uani . . . . . . C16 C 0.1867(2) 0.05626(17) -0.15845(16) 0.0361 1.0000 Uani . . . . . . C17 C 0.1653(2) 0.13553(16) -0.11943(17) 0.0376 1.0000 Uani . . . . . . C18 C 0.0353(2) 0.15229(15) -0.14483(16) 0.0356 1.0000 Uani . . . . . . C19 C -0.0698(3) 0.09071(16) -0.20876(17) 0.0383 1.0000 Uani . . . . . . C20 C -0.0452(2) 0.01158(16) -0.24804(16) 0.0378 1.0000 Uani . . . . . . C21 C 0.0819(2) -0.00627(16) -0.22333(17) 0.0384 1.0000 Uani . . . . . . C22 C 1.5116(3) 0.50571(16) 0.38227(17) 0.0397 1.0000 Uani . . . . . . C23 C 1.6564(3) 0.49820(17) 0.41585(18) 0.0411 1.0000 Uani . . . . . . C24 C 1.7449(3) 0.58495(16) 0.47671(17) 0.0398 1.0000 Uani . . . . . . C25 C 1.8919(3) 0.58266(17) 0.51553(18) 0.0402 1.0000 Uani . . . . . . C26 C 1.9728(3) 0.66946(16) 0.58078(18) 0.0415 1.0000 Uani . . . . . . C27 C 2.1206(3) 0.67230(18) 0.62443(19) 0.0462 1.0000 Uani . . . . . . C28 C 2.1944(3) 0.7591(2) 0.6902(2) 0.0549 1.0000 Uani . . . . . . C29 C 2.3402(3) 0.7612(3) 0.7378(3) 0.0766 1.0000 Uani . . . . . . C30 C 0.9132(3) 0.55089(18) 0.24422(19) 0.0459 1.0000 Uani . . . . . . C31 C 0.8967(3) 0.64220(18) 0.2807(2) 0.0482 1.0000 Uani . . . . . . C32 C 0.7536(3) 0.65556(18) 0.2477(2) 0.0497 1.0000 Uani . . . . . . C33 C 0.7450(3) 0.74781(18) 0.29149(19) 0.0462 1.0000 Uani . . . . . . C34 C 0.6062(3) 0.76724(18) 0.26234(19) 0.0482 1.0000 Uani . . . . . . C35 C 0.6048(3) 0.85980(17) 0.30925(18) 0.0431 1.0000 Uani . . . . . . C36 C 0.4694(3) 0.88497(18) 0.28051(19) 0.0460 1.0000 Uani . . . . . . C37 C 0.4767(3) 0.98016(19) 0.3244(2) 0.0552 1.0000 Uani . . . . . . C38 C -0.1081(3) 0.25280(17) -0.13187(17) 0.0404 1.0000 Uani . . . . . . C39 C -0.0981(3) 0.34602(17) -0.08150(19) 0.0446 1.0000 Uani . . . . . . C40 C -0.2284(3) 0.37588(17) -0.11238(19) 0.0446 1.0000 Uani . . . . . . C42 C -0.2178(3) 0.47128(17) -0.0649(2) 0.0471 1.0000 Uani . . . . . . C43 C -0.3446(3) 0.50507(18) -0.0973(2) 0.0491 1.0000 Uani . . . . . . C44 C -0.3331(3) 0.59937(19) -0.0486(2) 0.0618 1.0000 Uani . . . . . . C45 C -0.4478(4) 0.6420(2) -0.0897(3) 0.0779 1.0000 Uani . . . . . . C46 C -0.5836(4) 0.5967(3) -0.0911(3) 0.0927 1.0000 Uani . . . . . . C47 C -0.1343(3) -0.11907(19) -0.36311(19) 0.0513 1.0000 Uani . . . . . . C48 C -0.2643(3) -0.15923(19) -0.43617(18) 0.0501 1.0000 Uani . . . . . . C49 C -0.3815(3) -0.2100(2) -0.4093(2) 0.0565 1.0000 Uani . . . . . . C50 C -0.5135(3) -0.2516(2) -0.4816(2) 0.0654 1.0000 Uani . . . . . . C51 C -0.5958(4) -0.1838(3) -0.5012(3) 0.0825 1.0000 Uani . . . . . . C52 C -0.7337(4) -0.2194(3) -0.5642(3) 0.0868 1.0000 Uani . . . . . . C53 C -0.8046(4) -0.1468(3) -0.5846(3) 0.0768 1.0000 Uani . . . . . . C54 C -0.8657(5) -0.1051(3) -0.5178(3) 0.0952 1.0000 Uani . . . . . . H1 H 0.6856 -0.1002 -0.2084 0.1041 1.0000 Uiso R . . . . . H2 H 0.6183 -0.1540 -0.1460 0.1041 1.0000 Uiso R . . . . . H21 H 0.9270 0.0936 0.0243 0.0452 1.0000 Uiso R . . . . . H41 H 0.6158 0.2219 0.0331 0.0459 1.0000 Uiso R . . . . . H61 H 0.5289 -0.0304 -0.1238 0.0426 1.0000 Uiso R . . . . . H71 H 0.8737 -0.0352 -0.0999 0.0564 1.0000 Uiso R . . . . . H72 H 0.8067 -0.0888 -0.0373 0.0564 1.0000 Uiso R . . . . . H81 H 1.0490 0.2386 0.0753 0.0469 1.0000 Uiso R . . . . . H82 H 1.0195 0.1910 0.1518 0.0469 1.0000 Uiso R . . . . . H101 H 1.2622 0.2860 0.2226 0.0432 1.0000 Uiso R . . . . . H121 H 1.2897 0.5460 0.3478 0.0440 1.0000 Uiso R . . . . . H141 H 0.9245 0.3941 0.1725 0.0488 1.0000 Uiso R . . . . . H151 H 0.3547 0.0190 -0.1869 0.0446 1.0000 Uiso R . . . . . H152 H 0.3123 -0.0212 -0.1095 0.0446 1.0000 Uiso R . . . . . H171 H 0.2411 0.1804 -0.0738 0.0416 1.0000 Uiso R . . . . . H191 H -0.1623 0.1028 -0.2263 0.0468 1.0000 Uiso R . . . . . H211 H 0.0988 -0.0633 -0.2516 0.0459 1.0000 Uiso R . . . . . H221 H 1.5119 0.5527 0.3483 0.0455 1.0000 Uiso R . . . . . H222 H 1.4734 0.5227 0.4312 0.0455 1.0000 Uiso R . . . . . H231 H 1.6956 0.4843 0.3669 0.0474 1.0000 Uiso R . . . . . H232 H 1.6547 0.4486 0.4468 0.0474 1.0000 Uiso R . . . . . H241 H 1.7466 0.6336 0.4447 0.0466 1.0000 Uiso R . . . . . H242 H 1.7025 0.5990 0.5242 0.0466 1.0000 Uiso R . . . . . H251 H 1.9376 0.5736 0.4690 0.0490 1.0000 Uiso R . . . . . H252 H 1.8911 0.5316 0.5444 0.0490 1.0000 Uiso R . . . . . H261 H 1.9737 0.7198 0.5508 0.0487 1.0000 Uiso R . . . . . H262 H 1.9242 0.6786 0.6259 0.0487 1.0000 Uiso R . . . . . H271 H 2.1710 0.6657 0.5800 0.0552 1.0000 Uiso R . . . . . H272 H 2.1209 0.6212 0.6532 0.0552 1.0000 Uiso R . . . . . H281 H 2.1977 0.8098 0.6608 0.0612 1.0000 Uiso R . . . . . H282 H 2.1411 0.7670 0.7329 0.0612 1.0000 Uiso R . . . . . H291 H 2.3826 0.8199 0.7802 0.0843 1.0000 Uiso R . . . . . H292 H 2.3952 0.7540 0.6960 0.0843 1.0000 Uiso R . . . . . H293 H 2.3386 0.7112 0.7681 0.0843 1.0000 Uiso R . . . . . H301 H 0.8947 0.5401 0.1808 0.0571 1.0000 Uiso R . . . . . H302 H 0.8494 0.5028 0.2588 0.0571 1.0000 Uiso R . . . . . H311 H 0.9632 0.6885 0.2659 0.0593 1.0000 Uiso R . . . . . H312 H 0.9185 0.6513 0.3442 0.0593 1.0000 Uiso R . . . . . H321 H 0.7322 0.6502 0.1846 0.0600 1.0000 Uiso R . . . . . H322 H 0.6853 0.6084 0.2601 0.0600 1.0000 Uiso R . . . . . H331 H 0.8148 0.7941 0.2792 0.0577 1.0000 Uiso R . . . . . H332 H 0.7672 0.7521 0.3544 0.0577 1.0000 Uiso R . . . . . H341 H 0.5838 0.7643 0.1997 0.0578 1.0000 Uiso R . . . . . H342 H 0.5354 0.7210 0.2740 0.0578 1.0000 Uiso R . . . . . H351 H 0.6788 0.9053 0.2995 0.0539 1.0000 Uiso R . . . . . H352 H 0.6242 0.8614 0.3716 0.0539 1.0000 Uiso R . . . . . H361 H 0.4459 0.8794 0.2174 0.0569 1.0000 Uiso R . . . . . H362 H 0.3961 0.8428 0.2944 0.0569 1.0000 Uiso R . . . . . H371 H 0.3862 0.9941 0.3040 0.0692 1.0000 Uiso R . . . . . H372 H 0.5494 1.0229 0.3106 0.0692 1.0000 Uiso R . . . . . H373 H 0.4996 0.9862 0.3876 0.0692 1.0000 Uiso R . . . . . H381 H -0.1293 0.2516 -0.1942 0.0474 1.0000 Uiso R . . . . . H382 H -0.1821 0.2080 -0.1213 0.0474 1.0000 Uiso R . . . . . H391 H -0.0185 0.3893 -0.0885 0.0514 1.0000 Uiso R . . . . . H392 H -0.0834 0.3452 -0.0198 0.0514 1.0000 Uiso R . . . . . H401 H -0.2450 0.3740 -0.1747 0.0530 1.0000 Uiso R . . . . . H402 H -0.3071 0.3339 -0.1031 0.0530 1.0000 Uiso R . . . . . H421 H -0.1364 0.5126 -0.0722 0.0562 1.0000 Uiso R . . . . . H422 H -0.2048 0.4722 -0.0030 0.0562 1.0000 Uiso R . . . . . H431 H -0.3572 0.5050 -0.1590 0.0591 1.0000 Uiso R . . . . . H432 H -0.4264 0.4636 -0.0906 0.0591 1.0000 Uiso R . . . . . H441 H -0.2426 0.6383 -0.0465 0.0740 1.0000 Uiso R . . . . . H442 H -0.3370 0.5970 0.0108 0.0740 1.0000 Uiso R . . . . . H451 H -0.4275 0.7056 -0.0574 0.0980 1.0000 Uiso R . . . . . H452 H -0.4464 0.6406 -0.1501 0.0980 1.0000 Uiso R . . . . . H461 H -0.6505 0.6285 -0.1182 0.1112 1.0000 Uiso R . . . . . H462 H -0.5887 0.5964 -0.0316 0.1112 1.0000 Uiso R . . . . . H463 H -0.6064 0.5335 -0.1251 0.1112 1.0000 Uiso R . . . . . H471 H -0.0550 -0.0993 -0.3861 0.0577 1.0000 Uiso R . . . . . H472 H -0.1153 -0.1644 -0.3292 0.0577 1.0000 Uiso R . . . . . H481 H -0.2433 -0.2015 -0.4811 0.0601 1.0000 Uiso R . . . . . H482 H -0.2935 -0.1096 -0.4603 0.0601 1.0000 Uiso R . . . . . H491 H -0.3515 -0.2594 -0.3850 0.0646 1.0000 Uiso R . . . . . H492 H -0.4018 -0.1675 -0.3643 0.0646 1.0000 Uiso R . . . . . H501 H -0.4898 -0.2776 -0.5341 0.0777 1.0000 Uiso R . . . . . H502 H -0.5712 -0.3004 -0.4640 0.0777 1.0000 Uiso R . . . . . H511 H -0.5405 -0.1392 -0.5244 0.0991 1.0000 Uiso R . . . . . H512 H -0.6081 -0.1530 -0.4464 0.0991 1.0000 Uiso R . . . . . H521 H -0.7237 -0.2534 -0.6184 0.1102 1.0000 Uiso R . . . . . H522 H -0.7924 -0.2607 -0.5398 0.1102 1.0000 Uiso R . . . . . H531 H -0.8800 -0.1734 -0.6388 0.1016 1.0000 Uiso R . . . . . H532 H -0.7355 -0.0975 -0.5938 0.1016 1.0000 Uiso R . . . . . H541 H -0.9092 -0.0584 -0.5385 0.1231 1.0000 Uiso R . . . . . H542 H -0.9368 -0.1526 -0.5081 0.1231 1.0000 Uiso R . . . . . H543 H -0.7923 -0.0768 -0.4631 0.1231 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 O1 0.0296(9) 0.0379(9) 0.0531(11) -0.0068(8) 0.0023(8) 0.0098(7) O2 0.0292(9) 0.0392(9) 0.0554(11) -0.0010(8) 0.0000(8) 0.0132(7) O3 0.0327(9) 0.0364(9) 0.0532(12) -0.0036(8) 0.0011(8) 0.0101(7) O4 0.0401(10) 0.0421(11) 0.0759(14) -0.0096(10) 0.0033(10) 0.0204(8) O5 0.0324(9) 0.0397(9) 0.0513(11) -0.0051(8) 0.0016(8) 0.0136(7) O6 0.0350(10) 0.0469(10) 0.0488(11) -0.0083(8) -0.0023(8) 0.0178(8) N1 0.073(2) 0.0601(17) 0.113(3) -0.0297(17) -0.0155(18) 0.0333(15) C1 0.0349(13) 0.0383(13) 0.0353(13) 0.0048(11) 0.0047(11) 0.0137(10) C2 0.0273(11) 0.0420(13) 0.0424(14) 0.0073(11) 0.0071(11) 0.0144(10) C3 0.0287(12) 0.0353(12) 0.0383(14) 0.0044(11) 0.0074(11) 0.0074(10) C4 0.0370(13) 0.0358(12) 0.0444(15) 0.0064(11) 0.0092(12) 0.0165(10) C5 0.0298(12) 0.0365(12) 0.0403(14) 0.0051(11) 0.0052(11) 0.0116(10) C6 0.0310(13) 0.0378(13) 0.0386(14) 0.0043(11) 0.0024(11) 0.0089(10) C7 0.0395(14) 0.0413(14) 0.0520(16) 0.0002(13) 0.0076(13) 0.0171(12) C8 0.0307(13) 0.0363(13) 0.0458(15) -0.0014(11) 0.0008(11) 0.0082(10) C9 0.0350(13) 0.0384(13) 0.0374(14) 0.0058(11) 0.0104(11) 0.0090(10) C10 0.0297(12) 0.0340(12) 0.0463(15) 0.0020(11) 0.0051(11) 0.0086(10) C11 0.0290(12) 0.0377(13) 0.0441(15) 0.0048(11) 0.0104(11) 0.0098(10) C12 0.0354(13) 0.0356(12) 0.0378(14) -0.0012(11) 0.0057(11) 0.0073(10) C13 0.0375(14) 0.0363(13) 0.0520(17) 0.0028(12) 0.0110(12) 0.0138(11) C14 0.0305(12) 0.0433(14) 0.0471(16) 0.0029(12) 0.0068(11) 0.0124(11) C15 0.0296(12) 0.0428(13) 0.0375(14) 0.0042(11) 0.0037(11) 0.0124(10) C16 0.0320(12) 0.0413(13) 0.0366(13) 0.0100(11) 0.0090(10) 0.0129(10) C17 0.0305(12) 0.0377(13) 0.0391(14) 0.0036(11) 0.0031(11) 0.0084(10) C18 0.0362(13) 0.0343(12) 0.0361(13) 0.0044(10) 0.0096(11) 0.0124(10) C19 0.0324(12) 0.0390(13) 0.0435(15) 0.0074(11) 0.0067(11) 0.0153(10) C20 0.0305(12) 0.0383(13) 0.0384(14) 0.0022(11) 0.0024(11) 0.0090(10) C21 0.0331(12) 0.0373(12) 0.0434(14) 0.0035(11) 0.0083(11) 0.0135(10) C22 0.0324(12) 0.0340(12) 0.0447(15) -0.0004(11) 0.0040(11) 0.0063(10) C23 0.0353(13) 0.0365(12) 0.0470(15) 0.0015(11) 0.0084(12) 0.0096(10) C24 0.0355(13) 0.0362(13) 0.0439(15) 0.0055(11) 0.0069(11) 0.0088(10) C25 0.0329(13) 0.0395(13) 0.0446(15) 0.0042(11) 0.0058(11) 0.0115(11) C26 0.0333(13) 0.0357(13) 0.0494(16) 0.0021(12) 0.0065(12) 0.0076(10) C27 0.0367(14) 0.0476(15) 0.0527(17) 0.0102(13) 0.0083(12) 0.0132(12) C28 0.0395(15) 0.0556(17) 0.0576(19) 0.0020(14) 0.0058(14) 0.0041(13) C29 0.0433(17) 0.089(3) 0.074(2) 0.002(2) -0.0052(17) 0.0028(17) C30 0.0382(14) 0.0444(14) 0.0568(17) 0.0086(13) 0.0122(13) 0.0185(12) C31 0.0471(15) 0.0416(14) 0.0604(18) 0.0101(13) 0.0187(14) 0.0184(12) C32 0.0479(15) 0.0437(14) 0.0577(18) 0.0070(13) 0.0109(14) 0.0206(12) C33 0.0449(15) 0.0472(15) 0.0487(16) 0.0096(13) 0.0103(13) 0.0212(12) C34 0.0501(16) 0.0418(14) 0.0542(17) 0.0080(13) 0.0133(14) 0.0190(12) C35 0.0411(14) 0.0429(14) 0.0447(15) 0.0078(12) 0.0078(12) 0.0163(11) C36 0.0412(14) 0.0438(14) 0.0552(17) 0.0111(13) 0.0134(13) 0.0155(12) C37 0.0493(16) 0.0479(15) 0.072(2) 0.0096(15) 0.0171(15) 0.0239(13) C38 0.0351(13) 0.0423(13) 0.0414(15) 0.0053(11) 0.0054(11) 0.0140(11) C39 0.0395(14) 0.0366(13) 0.0543(17) 0.0023(12) 0.0094(13) 0.0130(11) C40 0.0399(14) 0.0388(13) 0.0516(16) 0.0004(12) 0.0103(12) 0.0134(11) C42 0.0464(15) 0.0369(13) 0.0567(17) 0.0022(12) 0.0149(13) 0.0145(11) C43 0.0487(16) 0.0438(14) 0.0553(18) 0.0067(13) 0.0123(14) 0.0195(12) C44 0.0558(18) 0.0402(15) 0.087(2) -0.0004(15) 0.0182(17) 0.0206(14) C45 0.072(2) 0.0512(18) 0.114(3) 0.009(2) 0.032(2) 0.0270(17) C46 0.073(3) 0.062(2) 0.135(4) 0.014(2) 0.010(3) 0.028(2) C47 0.0464(16) 0.0501(15) 0.0466(16) -0.0097(13) 0.0003(13) 0.0208(13) C48 0.0493(16) 0.0503(15) 0.0424(15) -0.0042(13) 0.0032(13) 0.0184(13) C49 0.0530(17) 0.0462(15) 0.0595(19) 0.0009(14) 0.0032(15) 0.0129(13) C50 0.0572(19) 0.0549(18) 0.074(2) 0.0088(17) 0.0062(17) 0.0116(15) C51 0.068(2) 0.072(2) 0.093(3) 0.021(2) -0.003(2) 0.0106(18) C52 0.070(2) 0.087(3) 0.099(3) 0.033(2) 0.009(2) 0.017(2) C53 0.056(2) 0.086(3) 0.094(3) 0.042(2) 0.0163(19) 0.0178(18) C54 0.089(3) 0.106(3) 0.097(3) 0.027(3) 0.033(3) 0.029(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3332(9) 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 O1 . C3 . 1.372(3) yes O1 . C8 . 1.428(3) yes O2 . C5 . 1.379(3) yes O2 . C15 . 1.420(3) yes O3 . C11 . 1.370(3) yes O3 . C22 . 1.427(3) yes O4 . C13 . 1.374(3) yes O4 . C30 . 1.425(3) yes O5 . C18 . 1.369(3) yes O5 . C38 . 1.435(3) yes O6 . C20 . 1.365(3) yes O6 . C47 . 1.430(3) yes N1 . C7 . 1.403(4) yes N1 . H1 . 1.000 no N1 . H2 . 1.000 no C1 . C2 . 1.395(3) yes C1 . C6 . 1.392(3) yes C1 . C7 . 1.521(3) yes C2 . C3 . 1.385(3) yes C2 . H21 . 1.000 no C3 . C4 . 1.389(3) yes C4 . C5 . 1.380(3) yes C4 . H41 . 1.000 no C5 . C6 . 1.385(3) yes C6 . H61 . 1.000 no C7 . H71 . 1.000 no C7 . H72 . 1.000 no C8 . C9 . 1.516(3) yes C8 . H81 . 1.000 no C8 . H82 . 1.000 no C9 . C10 . 1.385(3) yes C9 . C14 . 1.391(3) yes C10 . C11 . 1.393(3) yes C10 . H101 . 1.000 no C11 . C12 . 1.389(3) yes C12 . C13 . 1.388(4) yes C12 . H121 . 1.000 no C13 . C14 . 1.387(4) yes C14 . H141 . 1.000 no C15 . C16 . 1.513(3) yes C15 . H151 . 1.000 no C15 . H152 . 1.000 no C16 . C17 . 1.380(3) yes C16 . C21 . 1.398(4) yes C17 . C18 . 1.405(3) yes C17 . H171 . 1.000 no C18 . C19 . 1.386(3) yes C19 . C20 . 1.394(3) yes C19 . H191 . 1.000 no C20 . C21 . 1.384(3) yes C21 . H211 . 1.000 no C22 . C23 . 1.508(4) yes C22 . H221 . 1.000 no C22 . H222 . 1.000 no C23 . C24 . 1.515(3) yes C23 . H231 . 1.000 no C23 . H232 . 1.000 no C24 . C25 . 1.518(4) yes C24 . H241 . 1.000 no C24 . H242 . 1.000 no C25 . C26 . 1.526(3) yes C25 . H251 . 1.000 no C25 . H252 . 1.000 no C26 . C27 . 1.520(4) yes C26 . H261 . 1.000 no C26 . H262 . 1.000 no C27 . C28 . 1.515(4) yes C27 . H271 . 1.000 no C27 . H272 . 1.000 no C28 . C29 . 1.522(4) yes C28 . H281 . 1.000 no C28 . H282 . 1.000 no C29 . H291 . 1.000 no C29 . H292 . 1.000 no C29 . H293 . 1.000 no C30 . C31 . 1.511(4) yes C30 . H301 . 1.000 no C30 . H302 . 1.000 no C31 . C32 . 1.524(4) yes C31 . H311 . 1.000 no C31 . H312 . 1.000 no C32 . C33 . 1.529(4) yes C32 . H321 . 1.000 no C32 . H322 . 1.000 no C33 . C34 . 1.515(4) yes C33 . H331 . 1.000 no C33 . H332 . 1.000 no C34 . C35 . 1.524(4) yes C34 . H341 . 1.000 no C34 . H342 . 1.000 no C35 . C36 . 1.524(4) yes C35 . H351 . 1.000 no C35 . H352 . 1.000 no C36 . C37 . 1.519(4) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C37 . H371 . 1.000 no C37 . H372 . 1.000 no C37 . H373 . 1.000 no C38 . C39 . 1.520(3) yes C38 . H381 . 1.000 no C38 . H382 . 1.000 no C39 . C40 . 1.521(4) yes C39 . H391 . 1.000 no C39 . H392 . 1.000 no C40 . C42 . 1.531(3) yes C40 . H401 . 1.000 no C40 . H402 . 1.000 no C42 . C43 . 1.529(4) yes C42 . H421 . 1.000 no C42 . H422 . 1.000 no C43 . C44 . 1.521(4) yes C43 . H431 . 1.000 no C43 . H432 . 1.000 no C44 . C45 . 1.554(5) yes C44 . H441 . 1.000 no C44 . H442 . 1.000 no C45 . C46 . 1.436(5) yes C45 . H451 . 1.000 no C45 . H452 . 1.000 no C46 . H461 . 1.000 no C46 . H462 . 1.000 no C46 . H463 . 1.000 no C47 . C48 . 1.519(4) yes C47 . H471 . 1.000 no C47 . H472 . 1.000 no C48 . C49 . 1.514(4) yes C48 . H481 . 1.000 no C48 . H482 . 1.000 no C49 . C50 . 1.527(4) yes C49 . H491 . 1.000 no C49 . H492 . 1.000 no C50 . C51 . 1.520(5) yes C50 . H501 . 1.000 no C50 . H502 . 1.000 no C51 . C52 . 1.490(5) yes C51 . H511 . 1.000 no C51 . H512 . 1.000 no C52 . C53 . 1.515(5) yes C52 . H521 . 1.000 no C52 . H522 . 1.000 no C53 . C54 . 1.515(6) yes C53 . H531 . 1.000 no C53 . H532 . 1.000 no C54 . H541 . 1.000 no C54 . H542 . 1.000 no C54 . H543 . 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 C3 . O1 . C8 . 116.97(18) yes C5 . O2 . C15 . 117.13(18) yes C11 . O3 . C22 . 116.80(18) yes C13 . O4 . C30 . 119.2(2) yes C18 . O5 . C38 . 116.58(18) yes C20 . O6 . C47 . 117.94(19) yes C7 . N1 . H1 . 109.5 no C7 . N1 . H2 . 108.8 no H1 . N1 . H2 . 109.5 no C2 . C1 . C6 . 119.9(2) yes C2 . C1 . C7 . 117.7(2) yes C6 . C1 . C7 . 122.4(2) yes C1 . C2 . C3 . 119.4(2) yes C1 . C2 . H21 . 120.2 no C3 . C2 . H21 . 120.4 no C2 . C3 . O1 . 123.8(2) yes C2 . C3 . C4 . 120.8(2) yes O1 . C3 . C4 . 115.4(2) yes C3 . C4 . C5 . 119.5(2) yes C3 . C4 . H41 . 120.2 no C5 . C4 . H41 . 120.3 no C4 . C5 . O2 . 115.0(2) yes C4 . C5 . C6 . 120.6(2) yes O2 . C5 . C6 . 124.4(2) yes C1 . C6 . C5 . 119.8(2) yes C1 . C6 . H61 . 120.1 no C5 . C6 . H61 . 120.1 no C1 . C7 . N1 . 120.7(2) yes C1 . C7 . H71 . 107.1 no N1 . C7 . H71 . 105.9 no C1 . C7 . H72 . 106.7 no N1 . C7 . H72 . 106.7 no H71 . C7 . H72 . 109.5 no O1 . C8 . C9 . 108.90(19) yes O1 . C8 . H81 . 109.7 no C9 . C8 . H81 . 109.7 no O1 . C8 . H82 . 109.5 no C9 . C8 . H82 . 109.6 no H81 . C8 . H82 . 109.5 no C8 . C9 . C10 . 116.6(2) yes C8 . C9 . C14 . 121.6(2) yes C10 . C9 . C14 . 121.7(2) yes C9 . C10 . C11 . 119.0(2) yes C9 . C10 . H101 . 120.4 no C11 . C10 . H101 . 120.6 no C10 . C11 . O3 . 116.1(2) yes C10 . C11 . C12 . 120.6(2) yes O3 . C11 . C12 . 123.3(2) yes C11 . C12 . C13 . 118.8(2) yes C11 . C12 . H121 . 120.7 no C13 . C12 . H121 . 120.6 no C12 . C13 . O4 . 113.5(2) yes C12 . C13 . C14 . 122.0(2) yes O4 . C13 . C14 . 124.5(2) yes C9 . C14 . C13 . 117.8(2) yes C9 . C14 . H141 . 121.2 no C13 . C14 . H141 . 121.0 no O2 . C15 . C16 . 110.1(2) yes O2 . C15 . H151 . 109.0 no C16 . C15 . H151 . 109.2 no O2 . C15 . H152 . 109.6 no C16 . C15 . H152 . 109.4 no H151 . C15 . H152 . 109.5 no C15 . C16 . C17 . 122.4(2) yes C15 . C16 . C21 . 116.6(2) yes C17 . C16 . C21 . 120.9(2) yes C16 . C17 . C18 . 119.0(2) yes C16 . C17 . H171 . 120.5 no C18 . C17 . H171 . 120.4 no C17 . C18 . O5 . 115.8(2) yes C17 . C18 . C19 . 120.7(2) yes O5 . C18 . C19 . 123.5(2) yes C18 . C19 . C20 . 119.3(2) yes C18 . C19 . H191 . 120.3 no C20 . C19 . H191 . 120.4 no C19 . C20 . O6 . 114.1(2) yes C19 . C20 . C21 . 120.8(2) yes O6 . C20 . C21 . 125.1(2) yes C16 . C21 . C20 . 119.3(2) yes C16 . C21 . H211 . 120.3 no C20 . C21 . H211 . 120.4 no O3 . C22 . C23 . 109.3(2) yes O3 . C22 . H221 . 109.6 no C23 . C22 . H221 . 109.4 no O3 . C22 . H222 . 109.6 no C23 . C22 . H222 . 109.5 no H221 . C22 . H222 . 109.5 no C22 . C23 . C24 . 110.7(2) yes C22 . C23 . H231 . 109.2 no C24 . C23 . H231 . 109.4 no C22 . C23 . H232 . 109.0 no C24 . C23 . H232 . 109.1 no H231 . C23 . H232 . 109.5 no C23 . C24 . C25 . 114.3(2) yes C23 . C24 . H241 . 108.1 no C25 . C24 . H241 . 108.2 no C23 . C24 . H242 . 108.5 no C25 . C24 . H242 . 108.2 no H241 . C24 . H242 . 109.5 no C24 . C25 . C26 . 111.8(2) yes C24 . C25 . H251 . 108.9 no C26 . C25 . H251 . 108.9 no C24 . C25 . H252 . 108.9 no C26 . C25 . H252 . 108.9 no H251 . C25 . H252 . 109.5 no C25 . C26 . C27 . 115.4(2) yes C25 . C26 . H261 . 107.9 no C27 . C26 . H261 . 108.0 no C25 . C26 . H262 . 107.9 no C27 . C26 . H262 . 108.0 no H261 . C26 . H262 . 109.5 no C26 . C27 . C28 . 113.0(2) yes C26 . C27 . H271 . 108.6 no C28 . C27 . H271 . 108.4 no C26 . C27 . H272 . 108.6 no C28 . C27 . H272 . 108.8 no H271 . C27 . H272 . 109.5 no C27 . C28 . C29 . 113.7(3) yes C27 . C28 . H281 . 108.6 no C29 . C28 . H281 . 108.6 no C27 . C28 . H282 . 108.2 no C29 . C28 . H282 . 108.2 no H281 . C28 . H282 . 109.5 no C28 . C29 . H291 . 109.6 no C28 . C29 . H292 . 109.2 no H291 . C29 . H292 . 109.5 no C28 . C29 . H293 . 109.6 no H291 . C29 . H293 . 109.5 no H292 . C29 . H293 . 109.5 no O4 . C30 . C31 . 105.1(2) yes O4 . C30 . H301 . 110.5 no C31 . C30 . H301 . 110.6 no O4 . C30 . H302 . 110.6 no C31 . C30 . H302 . 110.5 no H301 . C30 . H302 . 109.5 no C30 . C31 . C32 . 114.5(2) yes C30 . C31 . H311 . 108.2 no C32 . C31 . H311 . 107.9 no C30 . C31 . H312 . 108.3 no C32 . C31 . H312 . 108.3 no H311 . C31 . H312 . 109.5 no C31 . C32 . C33 . 110.6(2) yes C31 . C32 . H321 . 109.4 no C33 . C32 . H321 . 109.4 no C31 . C32 . H322 . 109.0 no C33 . C32 . H322 . 108.9 no H321 . C32 . H322 . 109.5 no C32 . C33 . C34 . 114.3(2) yes C32 . C33 . H331 . 107.9 no C34 . C33 . H331 . 108.2 no C32 . C33 . H332 . 108.4 no C34 . C33 . H332 . 108.5 no H331 . C33 . H332 . 109.5 no C33 . C34 . C35 . 111.4(2) yes C33 . C34 . H341 . 109.2 no C35 . C34 . H341 . 109.0 no C33 . C34 . H342 . 108.8 no C35 . C34 . H342 . 108.9 no H341 . C34 . H342 . 109.5 no C34 . C35 . C36 . 114.1(2) yes C34 . C35 . H351 . 108.3 no C36 . C35 . H351 . 108.2 no C34 . C35 . H352 . 108.4 no C36 . C35 . H352 . 108.3 no H351 . C35 . H352 . 109.5 no C35 . C36 . C37 . 112.0(2) yes C35 . C36 . H361 . 108.9 no C37 . C36 . H361 . 108.9 no C35 . C36 . H362 . 108.8 no C37 . C36 . H362 . 108.8 no H361 . C36 . H362 . 109.5 no C36 . C37 . H371 . 109.6 no C36 . C37 . H372 . 109.3 no H371 . C37 . H372 . 109.5 no C36 . C37 . H373 . 109.5 no H371 . C37 . H373 . 109.5 no H372 . C37 . H373 . 109.5 no O5 . C38 . C39 . 107.9(2) yes O5 . C38 . H381 . 110.1 no C39 . C38 . H381 . 109.8 no O5 . C38 . H382 . 109.7 no C39 . C38 . H382 . 109.8 no H381 . C38 . H382 . 109.5 no C38 . C39 . C40 . 111.2(2) yes C38 . C39 . H391 . 108.9 no C40 . C39 . H391 . 109.2 no C38 . C39 . H392 . 109.0 no C40 . C39 . H392 . 109.0 no H391 . C39 . H392 . 109.5 no C39 . C40 . C42 . 111.9(2) yes C39 . C40 . H401 . 108.8 no C42 . C40 . H401 . 108.8 no C39 . C40 . H402 . 109.0 no C42 . C40 . H402 . 108.9 no H401 . C40 . H402 . 109.5 no C40 . C42 . C43 . 113.3(2) yes C40 . C42 . H421 . 108.6 no C43 . C42 . H421 . 108.3 no C40 . C42 . H422 . 108.4 no C43 . C42 . H422 . 108.7 no H421 . C42 . H422 . 109.5 no C42 . C43 . C44 . 112.6(2) yes C42 . C43 . H431 . 108.9 no C44 . C43 . H431 . 108.7 no C42 . C43 . H432 . 108.6 no C44 . C43 . H432 . 108.5 no H431 . C43 . H432 . 109.5 no C43 . C44 . C45 . 113.7(3) yes C43 . C44 . H441 . 108.2 no C45 . C44 . H441 . 108.2 no C43 . C44 . H442 . 108.4 no C45 . C44 . H442 . 108.8 no H441 . C44 . H442 . 109.5 no C44 . C45 . C46 . 114.4(3) yes C44 . C45 . H451 . 108.6 no C46 . C45 . H451 . 108.5 no C44 . C45 . H452 . 108.0 no C46 . C45 . H452 . 107.8 no H451 . C45 . H452 . 109.5 no C45 . C46 . H461 . 109.1 no C45 . C46 . H462 . 110.0 no H461 . C46 . H462 . 109.5 no C45 . C46 . H463 . 109.3 no H461 . C46 . H463 . 109.5 no H462 . C46 . H463 . 109.5 no O6 . C47 . C48 . 107.6(2) yes O6 . C47 . H471 . 109.9 no C48 . C47 . H471 . 109.9 no O6 . C47 . H472 . 110.0 no C48 . C47 . H472 . 110.1 no H471 . C47 . H472 . 109.5 no C47 . C48 . C49 . 113.3(3) yes C47 . C48 . H481 . 108.4 no C49 . C48 . H481 . 108.5 no C47 . C48 . H482 . 108.5 no C49 . C48 . H482 . 108.6 no H481 . C48 . H482 . 109.5 no C48 . C49 . C50 . 114.5(3) yes C48 . C49 . H491 . 108.2 no C50 . C49 . H491 . 108.1 no C48 . C49 . H492 . 108.1 no C50 . C49 . H492 . 108.4 no H491 . C49 . H492 . 109.5 no C49 . C50 . C51 . 112.4(3) yes C49 . C50 . H501 . 109.1 no C51 . C50 . H501 . 109.0 no C49 . C50 . H502 . 108.3 no C51 . C50 . H502 . 108.5 no H501 . C50 . H502 . 109.5 no C50 . C51 . C52 . 116.8(3) yes C50 . C51 . H511 . 107.3 no C52 . C51 . H511 . 107.2 no C50 . C51 . H512 . 107.9 no C52 . C51 . H512 . 108.1 no H511 . C51 . H512 . 109.5 no C51 . C52 . C53 . 113.3(3) yes C51 . C52 . H521 . 109.1 no C53 . C52 . H521 . 108.4 no C51 . C52 . H522 . 108.1 no C53 . C52 . H522 . 108.4 no H521 . C52 . H522 . 109.5 no C52 . C53 . C54 . 116.7(4) yes C52 . C53 . H531 . 107.6 no C54 . C53 . H531 . 108.0 no C52 . C53 . H532 . 107.5 no C54 . C53 . H532 . 107.4 no H531 . C53 . H532 . 109.5 no C53 . C54 . H541 . 109.2 no C53 . C54 . H542 . 109.3 no H541 . C54 . H542 . 109.5 no C53 . C54 . H543 . 109.9 no H541 . C54 . H543 . 109.5 no H542 . C54 . H543 . 109.5 no # Attachment 'aldehyde.cif' data_ls_a69_5 _database_code_depnum_ccdc_archive 'CCDC 627991' _audit_creation_date 04-12-28 _audit_creation_method CRYSTALS_ver_12.24 _oxford_structure_analysis_title '12271040 ls_a69_5_173k' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 10.4631(2) _cell_length_b 15.6769(4) _cell_length_c 16.4620(5) _cell_angle_alpha 100.7591(14) _cell_angle_beta 104.0137(14) _cell_angle_gamma 101.7206(16) _cell_volume 2484.93(11) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-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 0.0033 0.0016 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 0.0106 0.0060 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' _cell_formula_units_Z 2 _chemical_formula_sum 'C53 H82 O7' _chemical_formula_moiety 'C53 H82 O7' _chemical_compound_source ? _chemical_formula_weight 831.23 _cell_measurement_reflns_used 10052 _cell_measurement_theta_min 1 _cell_measurement_theta_max 26 _cell_measurement_temperature 173 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_max 0.30 _exptl_crystal_density_diffrn 1.111 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 0.071 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Denzo/Scalepack (Otwinowski & Minor, 1996)' _exptl_absorpt_correction_T_min 0.98 _exptl_absorpt_correction_T_max 0.99 # Sheldrick geometric definitions 0.98 0.99 _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' _computing_data_collection 'COLLECT (Nonius BV, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1996)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1996)' _computing_structure_solution 'SIR97 (Altomare et al, 1999)' _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 ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 173 _diffrn_reflns_number 19837 _reflns_number_total 10120 _diffrn_reflns_av_R_equivalents 0.014 # Number of reflections with Friedels Law is 10120 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 10132 _diffrn_reflns_theta_min 2.111 _diffrn_reflns_theta_max 26.351 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.351 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -13 _reflns_limit_h_max 12 _reflns_limit_k_min -19 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _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 -0.37 _refine_diff_density_max 0.51 _refine_ls_number_reflns 5680 _refine_ls_number_restraints 0 _refine_ls_number_parameters 550 #_refine_ls_R_factor_ref 0.0687 _refine_ls_wR_factor_ref 0.0763 _refine_ls_goodness_of_fit_ref 1.0842 #_reflns_number_all 6426 _refine_ls_R_factor_all 0.0729 _refine_ls_wR_factor_all 0.0795 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>2.50u(I) _reflns_number_gt 5680 _refine_ls_R_factor_gt 0.0687 _refine_ls_wR_factor_gt 0.0763 _refine_ls_shift/su_max 0.000313 # 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 noref # 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: 0.881 0.528 0.285 ; _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 # see also _refine_ls_hydrogen ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; # End of 'script/refcif.dat' # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Grazia, A., Moliterni, G., Polidori, G. and Spagna, R. (1999) SIR97: a new tool for crystal structure determination and refinement.J. App. Cryst. 32, 115-119 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Nonius BV, COLLECT Software, (1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. 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. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached 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 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 O1 O 0.6977(4) -0.1254(3) 0.8402(4) 0.1190 0.6000 Uani . . . . . . O2 O 0.8698(8) -0.0703(6) 0.9203(6) 0.1295 0.4000 Uani . . . . . . O3 O 0.86166(18) 0.23779(13) 1.09206(13) 0.0592 1.0000 Uani . . . . . . O4 O 1.42496(17) 0.42051(12) 1.32616(12) 0.0562 1.0000 Uani . . . . . . O5 O 1.0505(2) 0.55067(14) 1.28236(15) 0.0707 1.0000 Uani . . . . . . O6 O 0.41383(18) 0.10175(14) 0.92331(13) 0.0626 1.0000 Uani . . . . . . O7 O 0.01796(19) 0.22981(13) 0.89768(13) 0.0621 1.0000 Uani . . . . . . O8 O -0.16761(19) -0.05094(14) 0.69074(13) 0.0655 1.0000 Uani . . . . . . C9 C 0.7620(3) -0.0650(2) 0.9038(2) 0.0694 1.0000 Uani . . . . . . C10 C 0.7200(3) 0.01568(19) 0.93852(17) 0.0513 1.0000 Uani . . . . . . C11 C 0.8168(3) 0.08833(18) 0.99825(17) 0.0505 1.0000 Uani . . . . . . C12 C 0.7766(3) 0.16274(18) 1.03264(17) 0.0501 1.0000 Uani . . . . . . C13 C 0.6397(3) 0.16455(19) 1.00617(18) 0.0525 1.0000 Uani . . . . . . C14 C 0.5447(3) 0.09198(19) 0.94599(18) 0.0526 1.0000 Uani . . . . . . C15 C 0.5825(3) 0.01708(19) 0.91245(18) 0.0530 1.0000 Uani . . . . . . C16 C 1.0022(3) 0.23887(19) 1.12093(18) 0.0532 1.0000 Uani . . . . . . C17 C 1.0794(3) 0.32655(18) 1.18656(17) 0.0488 1.0000 Uani . . . . . . C18 C 1.2144(3) 0.33514(18) 1.22924(17) 0.0493 1.0000 Uani . . . . . . C19 C 1.2912(3) 0.41632(18) 1.28798(18) 0.0500 1.0000 Uani . . . . . . C20 C 1.2330(3) 0.48674(18) 1.30461(18) 0.0520 1.0000 Uani . . . . . . C21 C 1.0966(3) 0.47614(19) 1.26093(19) 0.0555 1.0000 Uani . . . . . . C22 C 1.0184(3) 0.39708(19) 1.20195(18) 0.0535 1.0000 Uani . . . . . . C23 C 1.5086(3) 0.50535(17) 1.38026(18) 0.0506 1.0000 Uani . . . . . . C24 C 1.6522(3) 0.49733(18) 1.41346(18) 0.0521 1.0000 Uani . . . . . . C25 C 1.7429(3) 0.58447(17) 1.47566(18) 0.0502 1.0000 Uani . . . . . . C26 C 1.8894(3) 0.58129(18) 1.51429(18) 0.0510 1.0000 Uani . . . . . . C27 C 1.9737(3) 0.66807(18) 1.58034(18) 0.0528 1.0000 Uani . . . . . . C28 C 2.1201(3) 0.66776(19) 1.62301(19) 0.0554 1.0000 Uani . . . . . . C29 C 2.2010(3) 0.7538(2) 1.6911(2) 0.0676 1.0000 Uani . . . . . . C30 C 2.3436(3) 0.7511(3) 1.7370(3) 0.0883 1.0000 Uani . . . . . . C31 C 0.9122(3) 0.5490(2) 1.2429(2) 0.0606 1.0000 Uani . . . . . . C32 C 0.8979(3) 0.6412(2) 1.2801(2) 0.0607 1.0000 Uani . . . . . . C33 C 0.7563(3) 0.6543(2) 1.2466(2) 0.0597 1.0000 Uani . . . . . . C34 C 0.7489(3) 0.7470(2) 1.2905(2) 0.0585 1.0000 Uani . . . . . . C35 C 0.6108(3) 0.7660(2) 1.2614(2) 0.0600 1.0000 Uani . . . . . . C36 C 0.6097(3) 0.85881(19) 1.30846(19) 0.0568 1.0000 Uani . . . . . . C37 C 0.4753(3) 0.8831(2) 1.2799(2) 0.0607 1.0000 Uani . . . . . . C38 C 0.4825(3) 0.9778(2) 1.3252(2) 0.0729 1.0000 Uani . . . . . . C39 C 0.3127(3) 0.0282(2) 0.86171(19) 0.0552 1.0000 Uani . . . . . . C40 C 0.1773(3) 0.0519(2) 0.84041(18) 0.0529 1.0000 Uani . . . . . . C41 C 0.1579(3) 0.13183(19) 0.88035(18) 0.0535 1.0000 Uani . . . . . . C42 C 0.0293(3) 0.14906(19) 0.85599(17) 0.0517 1.0000 Uani . . . . . . C43 C -0.0773(3) 0.08568(19) 0.79289(18) 0.0525 1.0000 Uani . . . . . . C44 C -0.0556(3) 0.00581(19) 0.75259(18) 0.0534 1.0000 Uani . . . . . . C45 C 0.0712(3) -0.0119(2) 0.77578(18) 0.0538 1.0000 Uani . . . . . . C46 C -0.1098(3) 0.25146(19) 0.86812(18) 0.0543 1.0000 Uani . . . . . . C47 C -0.0983(3) 0.34543(19) 0.9178(2) 0.0596 1.0000 Uani . . . . . . C48 C -0.2290(3) 0.3743(2) 0.8864(2) 0.0609 1.0000 Uani . . . . . . C49 C -0.2190(3) 0.4700(2) 0.9336(2) 0.0619 1.0000 Uani . . . . . . C50 C -0.3453(3) 0.5028(2) 0.9012(2) 0.0666 1.0000 Uani . . . . . . C51 C -0.3320(4) 0.5983(2) 0.9488(2) 0.0772 1.0000 Uani . . . . . . C52 C -0.4473(4) 0.6403(3) 0.9083(3) 0.0936 1.0000 Uani . . . . . . C53 C -0.5807(5) 0.5973(3) 0.9145(4) 0.1075 1.0000 Uani . . . . . . C54 C -0.1484(3) -0.1264(2) 0.6357(2) 0.0783 1.0000 Uani . . . . . . C55 C -0.2783(4) -0.1646(2) 0.5605(2) 0.0758 1.0000 Uani . . . . . . C56 C -0.3936(4) -0.2135(2) 0.5867(3) 0.0857 1.0000 Uani . . . . . . C57 C -0.5299(4) -0.2547(3) 0.5137(3) 0.0852 1.0000 Uani . . . . . . C58 C -0.6059(5) -0.1850(3) 0.4954(4) 0.1202 1.0000 Uani . . . . . . C59 C -0.7406(5) -0.2144(4) 0.4370(4) 0.1332 1.0000 Uani . . . . . . C60 C -0.8092(5) -0.1421(4) 0.4168(4) 0.1120 1.0000 Uani . . . . . . C61 C -0.8695(5) -0.0997(4) 0.4812(4) 0.1216 1.0000 Uani . . . . . . H1 H 0.8530 -0.0703 0.9362 0.0802 0.6000 Uiso R . . . . . H2 H 0.6896 -0.1179 0.8632 0.0802 0.4000 Uiso R . . . . . H111 H 0.9147 0.0871 1.0164 0.0609 1.0000 Uiso R . . . . . H131 H 0.6109 0.2183 1.0308 0.0634 1.0000 Uiso R . . . . . H151 H 0.5128 -0.0358 0.8699 0.0616 1.0000 Uiso R . . . . . H161 H 1.0112 0.1876 1.1481 0.0619 1.0000 Uiso R . . . . . H162 H 1.0404 0.2331 1.0706 0.0619 1.0000 Uiso R . . . . . H181 H 1.2564 0.2839 1.2182 0.0579 1.0000 Uiso R . . . . . H201 H 1.2879 0.5445 1.3474 0.0602 1.0000 Uiso R . . . . . H221 H 0.9207 0.3904 1.1710 0.0640 1.0000 Uiso R . . . . . H231 H 1.4725 0.5230 1.4301 0.0582 1.0000 Uiso R . . . . . H232 H 1.5085 0.5520 1.3463 0.0582 1.0000 Uiso R . . . . . H241 H 1.6508 0.4478 1.4440 0.0618 1.0000 Uiso R . . . . . H242 H 1.6896 0.4831 1.3636 0.0618 1.0000 Uiso R . . . . . H251 H 1.7024 0.5991 1.5240 0.0594 1.0000 Uiso R . . . . . H252 H 1.7448 0.6331 1.4440 0.0594 1.0000 Uiso R . . . . . H261 H 1.8880 0.5305 1.5431 0.0613 1.0000 Uiso R . . . . . H262 H 1.9327 0.5709 1.4667 0.0613 1.0000 Uiso R . . . . . H271 H 1.9278 0.6790 1.6266 0.0629 1.0000 Uiso R . . . . . H272 H 1.9763 0.7182 1.5506 0.0629 1.0000 Uiso R . . . . . H281 H 2.1178 0.6163 1.6510 0.0661 1.0000 Uiso R . . . . . H282 H 2.1673 0.6593 1.5772 0.0661 1.0000 Uiso R . . . . . H291 H 2.1509 0.7643 1.7350 0.0765 1.0000 Uiso R . . . . . H292 H 2.2082 0.8047 1.6624 0.0765 1.0000 Uiso R . . . . . H301 H 2.3914 0.8095 1.7808 0.0958 1.0000 Uiso R . . . . . H302 H 2.3382 0.7009 1.7666 0.0958 1.0000 Uiso R . . . . . H303 H 2.3955 0.7413 1.6940 0.0958 1.0000 Uiso R . . . . . H311 H 0.8483 0.5015 1.2574 0.0753 1.0000 Uiso R . . . . . H312 H 0.8929 0.5373 1.1787 0.0753 1.0000 Uiso R . . . . . H321 H 0.9204 0.6512 1.3443 0.0758 1.0000 Uiso R . . . . . H322 H 0.9644 0.6870 1.2654 0.0758 1.0000 Uiso R . . . . . H331 H 0.6882 0.6073 1.2587 0.0735 1.0000 Uiso R . . . . . H332 H 0.7346 0.6481 1.1829 0.0735 1.0000 Uiso R . . . . . H341 H 0.7722 0.7526 1.3542 0.0719 1.0000 Uiso R . . . . . H342 H 0.8179 0.7932 1.2781 0.0719 1.0000 Uiso R . . . . . H351 H 0.5409 0.7199 1.2731 0.0730 1.0000 Uiso R . . . . . H352 H 0.5874 0.7620 1.1980 0.0730 1.0000 Uiso R . . . . . H361 H 0.6306 0.8616 1.3716 0.0690 1.0000 Uiso R . . . . . H362 H 0.6826 0.9042 1.2984 0.0690 1.0000 Uiso R . . . . . H371 H 0.4029 0.8402 1.2931 0.0729 1.0000 Uiso R . . . . . H372 H 0.4513 0.8775 1.2162 0.0729 1.0000 Uiso R . . . . . H381 H 0.3921 0.9908 1.3045 0.0884 1.0000 Uiso R . . . . . H382 H 0.5058 0.9840 1.3890 0.0884 1.0000 Uiso R . . . . . H383 H 0.5542 1.0213 1.3121 0.0884 1.0000 Uiso R . . . . . H391 H 0.3031 -0.0257 0.8862 0.0657 1.0000 Uiso R . . . . . H392 H 0.3409 0.0144 0.8079 0.0657 1.0000 Uiso R . . . . . H411 H 0.2350 0.1772 0.9264 0.0614 1.0000 Uiso R . . . . . H431 H -0.1695 0.0972 0.7763 0.0618 1.0000 Uiso R . . . . . H451 H 0.0861 -0.0694 0.7467 0.0642 1.0000 Uiso R . . . . . H461 H -0.1844 0.2076 0.8784 0.0627 1.0000 Uiso R . . . . . H462 H -0.1305 0.2487 0.8050 0.0627 1.0000 Uiso R . . . . . H471 H -0.0814 0.3468 0.9806 0.0671 1.0000 Uiso R . . . . . H472 H -0.0202 0.3883 0.9097 0.0671 1.0000 Uiso R . . . . . H481 H -0.3064 0.3323 0.8961 0.0708 1.0000 Uiso R . . . . . H482 H -0.2472 0.3709 0.8232 0.0708 1.0000 Uiso R . . . . . H491 H -0.2047 0.4724 0.9964 0.0719 1.0000 Uiso R . . . . . H492 H -0.1386 0.5113 0.9262 0.0719 1.0000 Uiso R . . . . . H501 H -0.4258 0.4621 0.9091 0.0795 1.0000 Uiso R . . . . . H502 H -0.3603 0.5003 0.8384 0.0795 1.0000 Uiso R . . . . . H511 H -0.3329 0.5983 1.0094 0.0917 1.0000 Uiso R . . . . . H512 H -0.2427 0.6368 0.9495 0.0917 1.0000 Uiso R . . . . . H521 H -0.4227 0.7054 0.9389 0.1160 1.0000 Uiso R . . . . . H522 H -0.4535 0.6345 0.8458 0.1160 1.0000 Uiso R . . . . . H531 H -0.6499 0.6271 0.8875 0.1302 1.0000 Uiso R . . . . . H532 H -0.5764 0.6031 0.9767 0.1302 1.0000 Uiso R . . . . . H533 H -0.6072 0.5322 0.8836 0.1302 1.0000 Uiso R . . . . . H541 H -0.1319 -0.1729 0.6683 0.0874 1.0000 Uiso R . . . . . H542 H -0.0688 -0.1068 0.6138 0.0874 1.0000 Uiso R . . . . . H551 H -0.3051 -0.1141 0.5375 0.0890 1.0000 Uiso R . . . . . H552 H -0.2600 -0.2073 0.5141 0.0890 1.0000 Uiso R . . . . . H561 H -0.4104 -0.1702 0.6333 0.1006 1.0000 Uiso R . . . . . H562 H -0.3652 -0.2635 0.6100 0.1006 1.0000 Uiso R . . . . . H571 H -0.5886 -0.3022 0.5314 0.0966 1.0000 Uiso R . . . . . H572 H -0.5100 -0.2822 0.4598 0.0966 1.0000 Uiso R . . . . . H581 H -0.6125 -0.1524 0.5519 0.1440 1.0000 Uiso R . . . . . H582 H -0.5498 -0.1423 0.4715 0.1440 1.0000 Uiso R . . . . . H591 H -0.7989 -0.2540 0.4624 0.1685 1.0000 Uiso R . . . . . H592 H -0.7357 -0.2502 0.3813 0.1685 1.0000 Uiso R . . . . . H601 H -0.8843 -0.1693 0.3616 0.1417 1.0000 Uiso R . . . . . H602 H -0.7395 -0.0932 0.4084 0.1417 1.0000 Uiso R . . . . . H611 H -0.9113 -0.0532 0.4595 0.1474 1.0000 Uiso R . . . . . H612 H -0.9413 -0.1466 0.4903 0.1474 1.0000 Uiso R . . . . . H613 H -0.7966 -0.0706 0.5371 0.1474 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 O1 0.058(2) 0.069(3) 0.181(5) -0.037(3) 0.003(3) 0.013(2) O2 0.087(5) 0.140(7) 0.132(6) -0.029(5) -0.004(4) 0.066(5) O3 0.0403(10) 0.0582(11) 0.0677(12) -0.0003(10) 0.0069(9) 0.0135(8) O4 0.0407(10) 0.0511(11) 0.0662(12) 0.0009(9) 0.0059(9) 0.0129(8) O5 0.0508(11) 0.0632(13) 0.0888(15) -0.0033(11) 0.0105(10) 0.0268(10) O6 0.0402(10) 0.0686(13) 0.0709(13) 0.0111(10) 0.0049(9) 0.0156(9) O7 0.0489(11) 0.0594(12) 0.0624(12) -0.0027(10) 0.0040(9) 0.0114(9) O8 0.0460(11) 0.0641(12) 0.0685(13) -0.0116(10) 0.0001(9) 0.0209(9) C9 0.0578(19) 0.071(2) 0.071(2) 0.0082(17) 0.0060(16) 0.0240(17) C10 0.0484(15) 0.0543(15) 0.0495(15) 0.0132(12) 0.0107(12) 0.0136(12) C11 0.0408(13) 0.0582(16) 0.0533(15) 0.0146(13) 0.0122(12) 0.0156(12) C12 0.0434(14) 0.0553(16) 0.0485(15) 0.0116(13) 0.0106(12) 0.0103(12) C13 0.0457(15) 0.0538(15) 0.0590(17) 0.0135(13) 0.0150(13) 0.0159(12) C14 0.0415(14) 0.0619(17) 0.0576(16) 0.0203(14) 0.0132(12) 0.0165(12) C15 0.0419(14) 0.0600(17) 0.0521(16) 0.0163(13) 0.0059(12) 0.0093(12) C16 0.0408(14) 0.0562(16) 0.0576(16) 0.0064(13) 0.0091(12) 0.0150(12) C17 0.0432(14) 0.0531(15) 0.0490(15) 0.0102(12) 0.0134(12) 0.0121(12) C18 0.0414(14) 0.0490(15) 0.0543(16) 0.0068(12) 0.0122(12) 0.0127(11) C19 0.0409(14) 0.0546(15) 0.0552(16) 0.0113(13) 0.0145(12) 0.0155(12) C20 0.0453(14) 0.0483(14) 0.0568(16) 0.0048(12) 0.0117(12) 0.0116(12) C21 0.0485(15) 0.0591(17) 0.0631(17) 0.0119(14) 0.0187(13) 0.0233(13) C22 0.0420(14) 0.0587(16) 0.0592(16) 0.0109(13) 0.0145(12) 0.0157(12) C23 0.0437(14) 0.0462(14) 0.0557(16) 0.0038(12) 0.0106(12) 0.0107(11) C24 0.0438(14) 0.0521(15) 0.0587(16) 0.0080(13) 0.0134(12) 0.0153(12) C25 0.0442(14) 0.0469(14) 0.0574(16) 0.0095(12) 0.0118(12) 0.0139(11) C26 0.0430(14) 0.0539(15) 0.0564(16) 0.0102(13) 0.0140(12) 0.0170(12) C27 0.0488(15) 0.0494(15) 0.0590(17) 0.0089(13) 0.0149(13) 0.0152(12) C28 0.0433(14) 0.0598(17) 0.0620(17) 0.0116(14) 0.0148(13) 0.0150(12) C29 0.0578(18) 0.0662(19) 0.067(2) 0.0050(16) 0.0122(15) 0.0084(14) C30 0.0547(19) 0.099(3) 0.085(2) 0.003(2) 0.0003(17) 0.0069(18) C31 0.0534(16) 0.0636(18) 0.0712(19) 0.0174(15) 0.0199(14) 0.0263(14) C32 0.0589(17) 0.0575(17) 0.0731(19) 0.0159(15) 0.0247(15) 0.0251(14) C33 0.0583(17) 0.0617(17) 0.0638(18) 0.0140(14) 0.0173(14) 0.0276(14) C34 0.0574(17) 0.0598(17) 0.0625(18) 0.0172(14) 0.0165(14) 0.0235(14) C35 0.0570(17) 0.0586(17) 0.0667(19) 0.0147(14) 0.0153(14) 0.0240(14) C36 0.0565(16) 0.0580(17) 0.0579(17) 0.0146(13) 0.0139(13) 0.0223(13) C37 0.0552(17) 0.0600(17) 0.0671(18) 0.0148(15) 0.0143(14) 0.0208(14) C38 0.0621(19) 0.069(2) 0.090(2) 0.0138(18) 0.0202(17) 0.0292(16) C39 0.0418(14) 0.0663(18) 0.0560(16) 0.0192(14) 0.0092(12) 0.0131(13) C40 0.0386(14) 0.0711(18) 0.0534(16) 0.0252(14) 0.0138(12) 0.0145(12) C41 0.0423(14) 0.0602(17) 0.0510(15) 0.0104(13) 0.0082(12) 0.0074(12) C42 0.0442(14) 0.0617(17) 0.0476(15) 0.0129(13) 0.0136(12) 0.0109(12) C43 0.0419(14) 0.0598(16) 0.0529(15) 0.0092(13) 0.0101(12) 0.0158(12) C44 0.0426(14) 0.0630(17) 0.0506(15) 0.0074(13) 0.0106(12) 0.0145(12) C45 0.0466(15) 0.0596(16) 0.0543(16) 0.0097(13) 0.0128(12) 0.0180(13) C46 0.0456(15) 0.0575(16) 0.0537(16) 0.0081(13) 0.0091(12) 0.0118(12) C47 0.0566(17) 0.0517(16) 0.0593(17) 0.0024(13) 0.0119(14) 0.0061(13) C48 0.0546(16) 0.0576(17) 0.0647(18) 0.0091(14) 0.0132(14) 0.0126(13) C49 0.0578(17) 0.0579(17) 0.0639(18) 0.0068(14) 0.0159(14) 0.0115(13) C50 0.0632(19) 0.074(2) 0.0617(19) 0.0156(16) 0.0154(15) 0.0195(15) C51 0.067(2) 0.072(2) 0.090(2) 0.0098(18) 0.0202(18) 0.0254(17) C52 0.088(3) 0.086(3) 0.115(3) 0.022(2) 0.038(2) 0.036(2) C53 0.093(3) 0.081(3) 0.151(4) 0.026(3) 0.037(3) 0.028(2) C54 0.0633(19) 0.073(2) 0.082(2) -0.0090(18) 0.0021(17) 0.0308(16) C55 0.083(2) 0.069(2) 0.070(2) 0.0027(17) 0.0171(18) 0.0282(18) C56 0.088(3) 0.060(2) 0.103(3) -0.0016(19) 0.033(2) 0.0204(18) C57 0.072(2) 0.072(2) 0.097(3) 0.016(2) 0.0057(19) 0.0150(18) C58 0.083(3) 0.113(4) 0.164(5) 0.065(3) 0.013(3) 0.021(3) C59 0.085(3) 0.150(5) 0.185(6) 0.089(4) 0.033(3) 0.042(3) C60 0.088(3) 0.125(4) 0.142(4) 0.066(3) 0.035(3) 0.035(3) C61 0.100(3) 0.132(4) 0.136(4) 0.033(3) 0.040(3) 0.032(3) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.7879(18) 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 O1 . C9 . 1.215(5) yes O2 . C9 . 1.118(7) yes O3 . C12 . 1.362(3) yes O3 . C16 . 1.427(3) yes O4 . C19 . 1.371(3) yes O4 . C23 . 1.427(3) yes O5 . C21 . 1.371(3) yes O5 . C31 . 1.428(3) yes O6 . C14 . 1.377(3) yes O6 . C39 . 1.423(3) yes O7 . C42 . 1.365(3) yes O7 . C46 . 1.439(3) yes O8 . C44 . 1.365(3) yes O8 . C54 . 1.430(4) yes C9 . C10 . 1.482(4) yes C9 . H1 . 1.000 no C9 . H2 . 1.000 no C10 . C11 . 1.386(4) yes C10 . C15 . 1.404(4) yes C11 . C12 . 1.388(4) yes C11 . H111 . 1.000 no C12 . C13 . 1.400(4) yes C13 . C14 . 1.381(4) yes C13 . H131 . 1.000 no C14 . C15 . 1.376(4) yes C15 . H151 . 1.000 no C16 . C17 . 1.510(4) yes C16 . H161 . 1.000 no C16 . H162 . 1.000 no C17 . C18 . 1.383(4) yes C17 . C22 . 1.398(4) yes C18 . C19 . 1.396(4) yes C18 . H181 . 1.000 no C19 . C20 . 1.381(4) yes C20 . C21 . 1.394(4) yes C20 . H201 . 1.000 no C21 . C22 . 1.379(4) yes C22 . H221 . 1.000 no C23 . C24 . 1.509(4) yes C23 . H231 . 1.000 no C23 . H232 . 1.000 no C24 . C25 . 1.515(4) yes C24 . H241 . 1.000 no C24 . H242 . 1.000 no C25 . C26 . 1.526(3) yes C25 . H251 . 1.000 no C25 . H252 . 1.000 no C26 . C27 . 1.519(4) yes C26 . H261 . 1.000 no C26 . H262 . 1.000 no C27 . C28 . 1.524(4) yes C27 . H271 . 1.000 no C27 . H272 . 1.000 no C28 . C29 . 1.518(4) yes C28 . H281 . 1.000 no C28 . H282 . 1.000 no C29 . C30 . 1.513(4) yes C29 . H291 . 1.000 no C29 . H292 . 1.000 no C30 . H301 . 1.000 no C30 . H302 . 1.000 no C30 . H303 . 1.000 no C31 . C32 . 1.513(4) yes C31 . H311 . 1.000 no C31 . H312 . 1.000 no C32 . C33 . 1.520(4) yes C32 . H321 . 1.000 no C32 . H322 . 1.000 no C33 . C34 . 1.524(4) yes C33 . H331 . 1.000 no C33 . H332 . 1.000 no C34 . C35 . 1.516(4) yes C34 . H341 . 1.000 no C34 . H342 . 1.000 no C35 . C36 . 1.518(4) yes C35 . H351 . 1.000 no C35 . H352 . 1.000 no C36 . C37 . 1.519(4) yes C36 . H361 . 1.000 no C36 . H362 . 1.000 no C37 . C38 . 1.511(4) 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 . 1.514(4) yes C39 . H391 . 1.000 no C39 . H392 . 1.000 no C40 . C41 . 1.379(4) yes C40 . C45 . 1.395(4) yes C41 . C42 . 1.404(4) yes C41 . H411 . 1.000 no C42 . C43 . 1.383(4) yes C43 . C44 . 1.392(4) yes C43 . H431 . 1.000 no C44 . C45 . 1.387(4) yes C45 . H451 . 1.000 no C46 . C47 . 1.512(4) yes C46 . H461 . 1.000 no C46 . H462 . 1.000 no C47 . C48 . 1.529(4) yes C47 . H471 . 1.000 no C47 . H472 . 1.000 no C48 . C49 . 1.525(4) yes C48 . H481 . 1.000 no C48 . H482 . 1.000 no C49 . C50 . 1.528(4) yes C49 . H491 . 1.000 no C49 . H492 . 1.000 no C50 . C51 . 1.515(4) yes C50 . H501 . 1.000 no C50 . H502 . 1.000 no C51 . C52 . 1.559(5) yes C51 . H511 . 1.000 no C51 . H512 . 1.000 no C52 . C53 . 1.458(6) yes C52 . H521 . 1.000 no C52 . H522 . 1.000 no C53 . H531 . 1.000 no C53 . H532 . 1.000 no C53 . H533 . 1.000 no C54 . C55 . 1.523(5) yes C54 . H541 . 1.000 no C54 . H542 . 1.000 no C55 . C56 . 1.493(5) yes C55 . H551 . 1.000 no C55 . H552 . 1.000 no C56 . C57 . 1.550(5) yes C56 . H561 . 1.000 no C56 . H562 . 1.000 no C57 . C58 . 1.508(6) yes C57 . H571 . 1.000 no C57 . H572 . 1.000 no C58 . C59 . 1.427(6) yes C58 . H581 . 1.000 no C58 . H582 . 1.000 no C59 . C60 . 1.505(6) yes C59 . H591 . 1.000 no C59 . H592 . 1.000 no C60 . C61 . 1.481(7) yes C60 . H601 . 1.000 no C60 . H602 . 1.000 no C61 . H611 . 1.000 no C61 . H612 . 1.000 no C61 . H613 . 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 C12 . O3 . C16 . 116.9(2) yes C19 . O4 . C23 . 116.7(2) yes C21 . O5 . C31 . 119.7(2) yes C14 . O6 . C39 . 116.6(2) yes C42 . O7 . C46 . 116.8(2) yes C44 . O8 . C54 . 117.8(2) yes O1 . C9 . O2 . 107.0(5) yes O1 . C9 . C10 . 126.9(3) yes O2 . C9 . C10 . 123.9(5) yes O1 . C9 . H1 . 116.547 no C10 . C9 . H1 . 116.540 no O2 . C9 . H2 . 118.041 no C10 . C9 . H2 . 118.033 no C9 . C10 . C11 . 119.4(3) yes C9 . C10 . C15 . 120.0(3) yes C11 . C10 . C15 . 120.6(3) yes C10 . C11 . C12 . 119.4(2) yes C10 . C11 . H111 . 120.324 no C12 . C11 . H111 . 120.322 no C11 . C12 . O3 . 124.9(2) yes C11 . C12 . C13 . 120.1(2) yes O3 . C12 . C13 . 115.0(2) yes C12 . C13 . C14 . 119.9(3) yes C12 . C13 . H131 . 120.074 no C14 . C13 . H131 . 120.073 no C13 . C14 . O6 . 115.0(2) yes C13 . C14 . C15 . 120.7(2) yes O6 . C14 . C15 . 124.3(2) yes C10 . C15 . C14 . 119.3(3) yes C10 . C15 . H151 . 120.340 no C14 . C15 . H151 . 120.339 no O3 . C16 . C17 . 109.2(2) yes O3 . C16 . H161 . 109.543 no C17 . C16 . H161 . 109.542 no O3 . C16 . H162 . 109.544 no C17 . C16 . H162 . 109.545 no H161 . C16 . H162 . 109.467 no C16 . C17 . C18 . 117.2(2) yes C16 . C17 . C22 . 121.5(2) yes C18 . C17 . C22 . 121.3(2) yes C17 . C18 . C19 . 119.1(2) yes C17 . C18 . H181 . 120.425 no C19 . C18 . H181 . 120.428 no C18 . C19 . O4 . 115.8(2) yes C18 . C19 . C20 . 120.6(2) yes O4 . C19 . C20 . 123.6(2) yes C19 . C20 . C21 . 119.0(2) yes C19 . C20 . H201 . 120.490 no C21 . C20 . H201 . 120.491 no C20 . C21 . O5 . 113.7(2) yes C20 . C21 . C22 . 121.7(2) yes O5 . C21 . C22 . 124.6(2) yes C17 . C22 . C21 . 118.2(2) yes C17 . C22 . H221 . 120.896 no C21 . C22 . H221 . 120.900 no O4 . C23 . C24 . 108.9(2) yes O4 . C23 . H231 . 109.623 no C24 . C23 . H231 . 109.625 no O4 . C23 . H232 . 109.623 no C24 . C23 . H232 . 109.622 no H231 . C23 . H232 . 109.467 no C23 . C24 . C25 . 110.7(2) yes C23 . C24 . H241 . 109.174 no C25 . C24 . H241 . 109.176 no C23 . C24 . H242 . 109.178 no C25 . C24 . H242 . 109.178 no H241 . C24 . H242 . 109.467 no C24 . C25 . C26 . 114.0(2) yes C24 . C25 . H251 . 108.317 no C26 . C25 . H251 . 108.316 no C24 . C25 . H252 . 108.315 no C26 . C25 . H252 . 108.318 no H251 . C25 . H252 . 109.467 no C25 . C26 . C27 . 112.0(2) yes C25 . C26 . H261 . 108.829 no C27 . C26 . H261 . 108.831 no C25 . C26 . H262 . 108.826 no C27 . C26 . H262 . 108.828 no H261 . C26 . H262 . 109.467 no C26 . C27 . C28 . 114.3(2) yes C26 . C27 . H271 . 108.240 no C28 . C27 . H271 . 108.240 no C26 . C27 . H272 . 108.243 no C28 . C27 . H272 . 108.245 no H271 . C27 . H272 . 109.467 no C27 . C28 . C29 . 113.5(2) yes C27 . C28 . H281 . 108.449 no C29 . C28 . H281 . 108.450 no C27 . C28 . H282 . 108.444 no C29 . C28 . H282 . 108.443 no H281 . C28 . H282 . 109.467 no C28 . C29 . C30 . 113.4(3) yes C28 . C29 . H291 . 108.482 no C30 . C29 . H291 . 108.472 no C28 . C29 . H292 . 108.488 no C30 . C29 . H292 . 108.479 no H291 . C29 . H292 . 109.467 no C29 . C30 . H301 . 109.472 no C29 . C30 . H302 . 109.467 no H301 . C30 . H302 . 109.475 no C29 . C30 . H303 . 109.460 no H301 . C30 . H303 . 109.476 no H302 . C30 . H303 . 109.476 no O5 . C31 . C32 . 105.4(2) yes O5 . C31 . H311 . 110.473 no C32 . C31 . H311 . 110.469 no O5 . C31 . H312 . 110.472 no C32 . C31 . H312 . 110.478 no H311 . C31 . H312 . 109.467 no C31 . C32 . C33 . 114.3(3) yes C31 . C32 . H321 . 108.248 no C33 . C32 . H321 . 108.246 no C31 . C32 . H322 . 108.240 no C33 . C32 . H322 . 108.240 no H321 . C32 . H322 . 109.467 no C32 . C33 . C34 . 110.9(2) yes C32 . C33 . H331 . 109.107 no C34 . C33 . H331 . 109.107 no C32 . C33 . H332 . 109.114 no C34 . C33 . H332 . 109.112 no H331 . C33 . H332 . 109.467 no C33 . C34 . C35 . 114.7(2) yes C33 . C34 . H341 . 108.155 no C35 . C34 . H341 . 108.153 no C33 . C34 . H342 . 108.149 no C35 . C34 . H342 . 108.152 no H341 . C34 . H342 . 109.467 no C34 . C35 . C36 . 112.0(2) yes C34 . C35 . H351 . 108.826 no C36 . C35 . H351 . 108.828 no C34 . C35 . H352 . 108.828 no C36 . C35 . H352 . 108.827 no H351 . C35 . H352 . 109.467 no C35 . C36 . C37 . 114.5(2) yes C35 . C36 . H361 . 108.199 no C37 . C36 . H361 . 108.197 no C35 . C36 . H362 . 108.200 no C37 . C36 . H362 . 108.201 no H361 . C36 . H362 . 109.467 no C36 . C37 . C38 . 112.2(2) yes C36 . C37 . H371 . 108.782 no C38 . C37 . H371 . 108.784 no C36 . C37 . H372 . 108.778 no C38 . C37 . H372 . 108.776 no H371 . C37 . H372 . 109.467 no C37 . C38 . H381 . 109.469 no C37 . C38 . H382 . 109.462 no H381 . C38 . H382 . 109.476 no C37 . C38 . H383 . 109.470 no H381 . C38 . H383 . 109.476 no H382 . C38 . H383 . 109.476 no O6 . C39 . C40 . 109.8(2) yes O6 . C39 . H391 . 109.389 no C40 . C39 . H391 . 109.390 no O6 . C39 . H392 . 109.389 no C40 . C39 . H392 . 109.390 no H391 . C39 . H392 . 109.467 no C39 . C40 . C41 . 123.2(2) yes C39 . C40 . C45 . 115.8(3) yes C41 . C40 . C45 . 121.0(2) yes C40 . C41 . C42 . 119.6(2) yes C40 . C41 . H411 . 120.209 no C42 . C41 . H411 . 120.211 no C41 . C42 . O7 . 116.4(2) yes C41 . C42 . C43 . 120.0(3) yes O7 . C42 . C43 . 123.7(2) yes C42 . C43 . C44 . 119.7(2) yes C42 . C43 . H431 . 120.145 no C44 . C43 . H431 . 120.143 no C43 . C44 . O8 . 114.4(2) yes C43 . C44 . C45 . 120.9(3) yes O8 . C44 . C45 . 124.7(2) yes C40 . C45 . C44 . 118.9(3) yes C40 . C45 . H451 . 120.565 no C44 . C45 . H451 . 120.566 no O7 . C46 . C47 . 108.6(2) yes O7 . C46 . H461 . 109.684 no C47 . C46 . H461 . 109.683 no O7 . C46 . H462 . 109.684 no C47 . C46 . H462 . 109.684 no H461 . C46 . H462 . 109.467 no C46 . C47 . C48 . 111.2(2) yes C46 . C47 . H471 . 109.028 no C48 . C47 . H471 . 109.030 no C46 . C47 . H472 . 109.027 no C48 . C47 . H472 . 109.025 no H471 . C47 . H472 . 109.467 no C47 . C48 . C49 . 112.4(2) yes C47 . C48 . H481 . 108.723 no C49 . C48 . H481 . 108.726 no C47 . C48 . H482 . 108.728 no C49 . C48 . H482 . 108.726 no H481 . C48 . H482 . 109.467 no C48 . C49 . C50 . 114.0(3) yes C48 . C49 . H491 . 108.337 no C50 . C49 . H491 . 108.335 no C48 . C49 . H492 . 108.336 no C50 . C49 . H492 . 108.334 no H491 . C49 . H492 . 109.467 no C49 . C50 . C51 . 112.8(3) yes C49 . C50 . H501 . 108.634 no C51 . C50 . H501 . 108.639 no C49 . C50 . H502 . 108.635 no C51 . C50 . H502 . 108.631 no H501 . C50 . H502 . 109.467 no C50 . C51 . C52 . 114.6(3) yes C50 . C51 . H511 . 108.168 no C52 . C51 . H511 . 108.159 no C50 . C51 . H512 . 108.177 no C52 . C51 . H512 . 108.176 no H511 . C51 . H512 . 109.467 no C51 . C52 . C53 . 113.3(4) yes C51 . C52 . H521 . 108.516 no C53 . C52 . H521 . 108.526 no C51 . C52 . H522 . 108.496 no C53 . C52 . H522 . 108.490 no H521 . C52 . H522 . 109.467 no C52 . C53 . H531 . 109.470 no C52 . C53 . H532 . 109.447 no H531 . C53 . H532 . 109.475 no C52 . C53 . H533 . 109.483 no H531 . C53 . H533 . 109.477 no H532 . C53 . H533 . 109.476 no O8 . C54 . C55 . 107.2(2) yes O8 . C54 . H541 . 110.046 no C55 . C54 . H541 . 110.047 no O8 . C54 . H542 . 110.038 no C55 . C54 . H542 . 110.035 no H541 . C54 . H542 . 109.467 no C54 . C55 . C56 . 112.2(3) yes C54 . C55 . H551 . 108.793 no C56 . C55 . H551 . 108.790 no C54 . C55 . H552 . 108.795 no C56 . C55 . H552 . 108.793 no H551 . C55 . H552 . 109.467 no C55 . C56 . C57 . 115.4(3) yes C55 . C56 . H561 . 107.963 no C57 . C56 . H561 . 107.959 no C55 . C56 . H562 . 107.960 no C57 . C56 . H562 . 107.955 no H561 . C56 . H562 . 109.467 no C56 . C57 . C58 . 112.0(3) yes C56 . C57 . H571 . 108.839 no C58 . C57 . H571 . 108.847 no C56 . C57 . H572 . 108.829 no C58 . C57 . H572 . 108.802 no H571 . C57 . H572 . 109.467 no C57 . C58 . C59 . 118.5(4) yes C57 . C58 . H581 . 107.153 no C59 . C58 . H581 . 107.131 no C57 . C58 . H582 . 107.201 no C59 . C58 . H582 . 107.200 no H581 . C58 . H582 . 109.467 no C58 . C59 . C60 . 116.5(5) yes C58 . C59 . H591 . 107.708 no C60 . C59 . H591 . 107.697 no C58 . C59 . H592 . 107.635 no C60 . C59 . H592 . 107.667 no H591 . C59 . H592 . 109.467 no C59 . C60 . C61 . 118.1(5) yes C59 . C60 . H601 . 107.297 no C61 . C60 . H601 . 107.269 no C59 . C60 . H602 . 107.284 no C61 . C60 . H602 . 107.277 no H601 . C60 . H602 . 109.467 no C60 . C61 . H611 . 109.480 no C60 . C61 . H612 . 109.464 no H611 . C61 . H612 . 109.476 no C60 . C61 . H613 . 109.456 no H611 . C61 . H613 . 109.476 no H612 . C61 . H613 . 109.476 no