# CIF-file generated for RW 127 Weisser/Reiser #============================================================================== data_global #============================================================================== # 0. AUDIT DETAILS _audit_creation_date 'Sep 27 15:54:30 2004' _audit_creation_method 'PLATON option' _audit_update_record ; ? ; #=============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name # Name of author for correspondence ; ? ; _publ_contact_author_address # address of author for correspondence ; ? ; _publ_contact_author_email ? _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_requested_journal 'Acta Crystallographica C' # Publication choise FI, CI or EI for Inorganic # FM, CM or EM for Metal-organic # FO, CO or EO for Organic _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter # Include date of submission ; Date of submission ? Please consider this CIF submission for publication as a Regular Structural Paper in Acta Crystallographica C. ; #=============================================================================== # 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? ; _publ_section_title_footnote ; ? ; # The loop structure below should contain the names and adresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_footnote _publ_author_address '?' # author name ; ? # author related footnote ; ; ? # Address of this author ; #=============================================================================== # 4. TEXT _publ_section_synopsis ; ? ; _publ_section_abstract ; ? ; # Insert blank lines between paragraphs _publ_section_comment ; ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; The data were collected at 173K using an Oxford Cryosystems Cooler (Cosier & Glazer, 1986). The structure was solved by direct methods (SIR-97) and refined by full-matrix anisotropic least squares (SHELXL97). The H-atoms were calculated geometrically and a riding model was used during refinement process. ; # Insert blank lines between references _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993) J. Appl. Cryst. 26, 343-350. Cosier, J. & Glazer, A.M. (1986). J. Appl. Cryst. 19, 105-107. Flack, H.D. (1983). Acta Cryst. A39, 876-881. L. J. Farrugia, J. Appl. Cryst (1997), 30, 565. Sheldrick, G.M. SHELXL97. Program for crystal structure refinement. University of G\\"ottingen, Germany, 1997. Sheldrick, G.M. SHELXS97. Program for Crystal Structure solution. University of G\\"ottingen, Germany, 1997. Sluis, P. v.d., Spek, A.L. (1990). Acta Cryst. A46, 194-201. Spek, A.L. (1990). Acta Cryst. A46, C-34. STOE (1998) IPDS-software, version 2.89, STOE & CIE GmbH, Darmstadt, Germany. Wilson, A.J.C. (1992) Ed. International Tables for Crystallography, Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands. ; _publ_section_acknowledgements ; ? ; _publ_section_figure_captions ; View of the title compound with the atom numbering scheme. Displacement ellipsoids for non-H atoms are drawn at the 50% probability level. ; #=============================================================================== data_d213 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H20 O5' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural 'C20 H20 O5' _chemical_formula_sum 'C20 H20 O5' _chemical_formula_iupac ? _chemical_formula_weight 340.36 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z _cell_length_a 5.7104(5) _cell_length_b 14.5249(16) _cell_length_c 20.567(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1705.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 4437 _cell_measurement_theta_min 1.98 _cell_measurement_theta_max 25.95 _cell_special_details ; Cell parameters were determined by indexing 4437 reflections with I/sigma limit 6.0. ; _exptl_crystal_description 'needle' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.320 _exptl_crystal_size_mid 0.040 _exptl_crystal_size_min 0.020 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.095 _exptl_crystal_density_meas_temp ? # Permitted for : # analytical 'analytical from crystal shape' # Example: de Meulenaer&Tompa: ABST # cylinder 'cylindrical' # gaussian 'Gaussian from crystal shape' # Example: PLATON/ABSG # integration 'integration from crystal shape' # multi-scan 'symmetry-related measurements' # Example: SADABS, MULABS # none 'no absorption corr. applied' # numerical 'numerical from crystal shape' # psi-scan 'psi-scan corrections' # Example: PLATON/ABSP # refdelf 'refined from delta-F' # Example: SHELXA, DIFABS, DELABS # sphere 'spherical' # Example: PLATON/ABSS _exptl_absorpt_correction_type 'none' # Example: '(North, Phillips & Mathews, 1968)' _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min 0.970 _exptl_absorpt_correction_T_max 0.998 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; Data were collected applying an imaging plate system (STOE) with the following measurement parameters: Detector distance [mm] 70 Phi movement mode Oscillation Phi incr. [degrees] 1.0 Number of exposures 195 Irradiation / exposure [min] 35.00 For a detailed description of the method see: Sheldrick, G.M., Paulus, E. Vertesy, L. & Hahn, F. (1995) Acta Cryst. B51, 89-98. ; _diffrn_ambient_temperature 173(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'STOE-IPDS diffractometer' _diffrn_measurement_method 'rotation' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 13119 _diffrn_reflns_av_R_equivalents 0.0991 _diffrn_reflns_av_sigmaI/netI 0.1318 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 25.95 _diffrn_reflns_theta_full 25.95 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_reduction_process ; ? ; # number of unique reflections _reflns_number_total 3288 # number of observed reflections (> n sig(I)) _reflns_number_gt 1690 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'STOE (1998)' _computing_cell_refinement 'STOE (1998)' _computing_data_reduction 'STOE (1998)' _computing_structure_solution 'SIR-97 (Altomare, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 1990)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement on F^2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2, conventional R-factors R are based on F, with F set to zero for negative F^2. The observed criterion of F^2 > 2sigma(F^2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc' _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0213P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct' _atom_sites_solution_secondary 'difmap' _atom_sites_solution_hydrogens 'geom' # Permitted for _refine_ls_hydrogen_treatment : # refall - refined all H parameters # refxyz - refined H coordinates only # refU - refined H U only # noref - no refinement of H parameters # constr - H parameters constrained # mixed - some constrained, some independent # undef - H-atom parameters not defined _refine_ls_hydrogen_treatment 'noref' _refine_ls_extinction_method 'none' _refine_ls_abs_structure_details 'Flack H.D. (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.3(17) # Permitted for _chemical_absolute_configuration: # Absolute configuration details # rm = Det. by chiral ref. mol. with known abs.conf # ad = Det. by anomalous dispersion # rmad = Det. by 'rm' and 'ad' # syn = Det. with reference to synthesis # unk = Unknown/Arbitrary _chemical_absolute_configuration unk _refine_ls_number_reflns 3288 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0913 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0817 _refine_ls_wR_factor_gt 0.0711 _refine_ls_goodness_of_fit_ref 0.694 _refine_ls_restrained_S_all 0.694 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.210 _refine_diff_density_min -0.131 _refine_diff_density_rms 0.040 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags O1 O Uani 0.9997(4) -0.10213(13) 0.18254(9) 1.000 0.0457(8) . . O2 O Uani 0.5354(4) 0.13745(15) 0.26619(9) 1.000 0.0467(8) . . O3 O Uani 0.9085(5) 0.1376(2) 0.30189(11) 1.000 0.0655(10) . . O4 O Uani 0.7813(4) -0.13421(15) 0.02413(10) 1.000 0.0431(8) . . O5 O Uani 0.5685(4) -0.09680(14) 0.11213(10) 1.000 0.0471(8) . . C1 C Uani 0.7195(6) 0.1173(2) 0.05706(15) 1.000 0.0396(11) . . C2 C Uani 0.6073(6) 0.1567(2) 0.00531(15) 1.000 0.0407(11) . . C3 C Uani 0.6984(6) 0.1508(2) -0.05846(16) 1.000 0.0380(11) . . C4 C Uani 0.5863(7) 0.1895(2) -0.11310(17) 1.000 0.0471(13) . . C5 C Uani 0.6803(7) 0.1820(2) -0.17361(18) 1.000 0.0543(14) . . C6 C Uani 0.8954(7) 0.1366(2) -0.18337(16) 1.000 0.0531(14) . . C7 C Uani 1.0096(7) 0.0987(2) -0.13137(14) 1.000 0.0467(13) . . C8 C Uani 0.9171(6) 0.1045(2) -0.06746(14) 1.000 0.0370(10) . . C9 C Uani 1.0269(6) 0.0647(2) -0.01253(14) 1.000 0.0381(11) . . C10 C Uani 0.9358(6) 0.0698(2) 0.04893(14) 1.000 0.0350(10) . . C11 C Uani 1.0606(6) 0.02078(19) 0.10512(15) 1.000 0.0360(10) . . C12 C Uani 1.0361(6) 0.0604(2) 0.17276(14) 1.000 0.0380(10) . . C13 C Uani 1.0109(6) -0.0182(2) 0.21707(14) 1.000 0.0419(10) . . C14 C Uani 0.8068(6) 0.0461(2) 0.21075(15) 1.000 0.0420(11) . . C15 C Uani 0.7605(7) 0.1110(2) 0.26398(16) 1.000 0.0449(11) . . C16 C Uani 0.4730(7) 0.2006(2) 0.31833(14) 1.000 0.0453(11) . . C17 C Uani 0.4107(6) 0.1489(2) 0.37914(14) 1.000 0.0490(11) . . C18 C Uani 0.9936(6) -0.0828(2) 0.11446(14) 1.000 0.0375(10) . . C19 C Uani 0.7561(6) -0.1053(2) 0.08533(14) 1.000 0.0365(11) . . C20 C Uani 0.5671(6) -0.1440(3) -0.01336(15) 1.000 0.0500(11) . . H1 H Uiso 0.65200 0.12160 0.09920 1.000 0.0480 calc R H2 H Uiso 0.46470 0.18880 0.01240 1.000 0.0490 calc R H4 H Uiso 0.44260 0.22150 -0.10750 1.000 0.0570 calc R H5 H Uiso 0.59980 0.20760 -0.20980 1.000 0.0650 calc R H6 H Uiso 0.96080 0.13240 -0.22570 1.000 0.0640 calc R H7 H Uiso 1.15400 0.06770 -0.13820 1.000 0.0560 calc R H9 H Uiso 1.17060 0.03280 -0.01860 1.000 0.0460 calc R H11 H Uiso 1.23150 0.02200 0.09460 1.000 0.0430 calc R H12 H Uiso 1.14160 0.11220 0.18580 1.000 0.0460 calc R H13 H Uiso 1.10180 -0.01710 0.25860 1.000 0.0500 calc R H14 H Uiso 0.66840 0.02350 0.18560 1.000 0.0500 calc R H16A H Uiso 0.33810 0.23870 0.30460 1.000 0.0540 calc R H16B H Uiso 0.60640 0.24220 0.32730 1.000 0.0540 calc R H17A H Uiso 0.26370 0.11540 0.37240 1.000 0.0590 calc R H17B H Uiso 0.39200 0.19250 0.41520 1.000 0.0590 calc R H17C H Uiso 0.53580 0.10520 0.38950 1.000 0.0590 calc R H18 H Uiso 1.11460 -0.12160 0.09240 1.000 0.0450 calc R H20A H Uiso 0.45740 -0.18370 0.01020 1.000 0.0600 calc R H20B H Uiso 0.60340 -0.17150 -0.05570 1.000 0.0600 calc R H20C H Uiso 0.49610 -0.08320 -0.01990 1.000 0.0600 calc 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 0.0492(16) 0.0450(12) 0.0428(11) 0.0052(10) -0.0034(11) 0.0039(13) O2 0.0427(16) 0.0562(13) 0.0413(12) -0.0040(11) -0.0034(11) 0.0051(12) O3 0.0454(17) 0.094(2) 0.0571(15) -0.0281(14) -0.0068(12) -0.0050(15) O4 0.0381(15) 0.0516(14) 0.0395(12) -0.0066(11) 0.0012(10) -0.0022(12) O5 0.0367(16) 0.0526(14) 0.0520(13) -0.0050(12) 0.0070(12) -0.0006(12) C1 0.037(2) 0.041(2) 0.0407(16) -0.0013(14) 0.0017(16) 0.0019(16) C2 0.032(2) 0.0370(19) 0.053(2) -0.0024(15) -0.0006(16) 0.0045(16) C3 0.040(2) 0.0327(18) 0.0414(17) -0.0016(15) -0.0025(15) -0.0003(16) C4 0.052(3) 0.0416(19) 0.0476(19) 0.0029(16) -0.009(2) 0.0059(17) C5 0.072(3) 0.047(2) 0.044(2) 0.0056(17) -0.008(2) 0.007(2) C6 0.069(3) 0.051(2) 0.0394(19) 0.0046(18) 0.0027(19) 0.001(2) C7 0.056(3) 0.0414(18) 0.0428(17) 0.0026(14) 0.0055(18) 0.0040(19) C8 0.038(2) 0.0318(16) 0.0411(17) -0.0006(14) -0.0005(15) -0.0055(16) C9 0.0299(19) 0.0432(18) 0.0413(18) -0.0019(13) -0.0001(15) 0.0047(16) C10 0.0289(19) 0.0331(17) 0.0431(18) -0.0015(13) -0.0016(15) -0.0019(15) C11 0.0263(19) 0.0415(17) 0.0401(16) -0.0010(14) 0.0008(15) 0.0009(15) C12 0.0309(19) 0.0409(16) 0.0423(16) -0.0001(14) -0.0014(16) 0.0005(16) C13 0.041(2) 0.0475(17) 0.0371(17) -0.0034(14) -0.0091(16) 0.0051(17) C14 0.040(2) 0.051(2) 0.0349(17) -0.0045(15) 0.0008(15) -0.0021(16) C15 0.039(2) 0.057(2) 0.0387(17) -0.0056(17) -0.0008(18) -0.004(2) C16 0.046(2) 0.0491(18) 0.0408(18) -0.0102(15) -0.0019(17) 0.0073(18) C17 0.049(2) 0.059(2) 0.0390(19) -0.0071(16) 0.0005(17) 0.005(2) C18 0.0309(19) 0.0448(18) 0.0368(15) 0.0011(14) 0.0018(15) 0.0047(15) C19 0.036(2) 0.0315(17) 0.0420(18) 0.0010(14) 0.0037(16) 0.0022(16) C20 0.041(2) 0.061(2) 0.0481(19) -0.0020(17) -0.0076(17) -0.004(2) _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C13 1.412(3) . . yes O1 C18 1.429(3) . . yes O2 C15 1.342(5) . . yes O2 C16 1.455(4) . . yes O3 C15 1.213(4) . . yes O4 C19 1.335(4) . . yes O4 C20 1.453(4) . . yes O5 C19 1.211(4) . . yes C1 C2 1.368(4) . . no C1 C10 1.425(5) . . no C2 C3 1.414(5) . . no C3 C4 1.410(5) . . no C3 C8 1.431(5) . . no C4 C5 1.360(5) . . no C5 C6 1.409(5) . . no C6 C7 1.368(5) . . no C7 C8 1.419(4) . . no C8 C9 1.416(4) . . no C9 C10 1.369(4) . . no C10 C11 1.533(4) . . no C11 C12 1.512(4) . . no C11 C18 1.564(4) . . no C12 C13 1.468(4) . . no C12 C14 1.539(5) . . no C13 C14 1.499(5) . . no C14 C15 1.469(4) . . no C16 C17 1.502(4) . . no C18 C19 1.518(5) . . no C1 H1 0.9506 . . no C2 H2 0.9496 . . no C4 H4 0.9501 . . no C5 H5 0.9506 . . no C6 H6 0.9493 . . no C7 H7 0.9500 . . no C9 H9 0.9506 . . no C11 H11 0.9998 . . no C12 H12 1.0005 . . no C13 H13 0.9996 . . no C14 H14 1.0000 . . no C16 H16A 0.9896 . . no C16 H16B 0.9897 . . no C17 H17A 0.9801 . . no C17 H17B 0.9811 . . no C17 H17C 0.9791 . . no C18 H18 1.0004 . . no C20 H20A 0.9797 . . no C20 H20B 0.9802 . . no C20 H20C 0.9810 . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13 O1 C18 108.9(2) . . . yes C15 O2 C16 116.1(3) . . . yes C19 O4 C20 116.1(3) . . . yes C2 C1 C10 121.2(3) . . . no C1 C2 C3 121.6(3) . . . no C2 C3 C4 123.2(3) . . . no C2 C3 C8 118.0(3) . . . no C4 C3 C8 118.7(3) . . . no C3 C4 C5 121.2(3) . . . no C4 C5 C6 120.8(3) . . . no C5 C6 C7 119.5(3) . . . no C6 C7 C8 121.5(3) . . . no C3 C8 C7 118.2(3) . . . no C3 C8 C9 118.4(3) . . . no C7 C8 C9 123.4(3) . . . no C8 C9 C10 123.1(3) . . . no C1 C10 C9 117.7(3) . . . no C1 C10 C11 122.7(3) . . . no C9 C10 C11 119.6(3) . . . no C10 C11 C12 118.3(3) . . . no C10 C11 C18 115.2(3) . . . no C12 C11 C18 103.3(2) . . . no C11 C12 C13 106.5(2) . . . no C11 C12 C14 119.6(3) . . . no C13 C12 C14 59.8(2) . . . no O1 C13 C12 111.3(2) . . . yes O1 C13 C14 117.3(3) . . . yes C12 C13 C14 62.5(2) . . . no C12 C14 C13 57.8(2) . . . no C12 C14 C15 116.4(3) . . . no C13 C14 C15 118.4(3) . . . no O2 C15 O3 123.7(3) . . . yes O2 C15 C14 112.4(3) . . . yes O3 C15 C14 123.9(3) . . . yes O2 C16 C17 110.9(2) . . . yes O1 C18 C11 107.7(2) . . . yes O1 C18 C19 111.5(3) . . . yes C11 C18 C19 112.2(3) . . . no O4 C19 O5 123.8(3) . . . yes O4 C19 C18 110.1(3) . . . yes O5 C19 C18 126.1(3) . . . yes C2 C1 H1 119.47 . . . no C10 C1 H1 119.37 . . . no C1 C2 H2 119.18 . . . no C3 C2 H2 119.20 . . . no C3 C4 H4 119.37 . . . no C5 C4 H4 119.41 . . . no C4 C5 H5 119.63 . . . no C6 C5 H5 119.56 . . . no C5 C6 H6 120.26 . . . no C7 C6 H6 120.23 . . . no C6 C7 H7 119.26 . . . no C8 C7 H7 119.22 . . . no C8 C9 H9 118.46 . . . no C10 C9 H9 118.40 . . . no C10 C11 H11 106.40 . . . no C12 C11 H11 106.42 . . . no C18 C11 H11 106.40 . . . no C11 C12 H12 118.50 . . . no C13 C12 H12 118.52 . . . no C14 C12 H12 118.54 . . . no O1 C13 H13 117.84 . . . no C12 C13 H13 117.85 . . . no C14 C13 H13 117.89 . . . no C12 C14 H14 117.01 . . . no C13 C14 H14 117.05 . . . no C15 C14 H14 117.00 . . . no O2 C16 H16A 109.44 . . . no O2 C16 H16B 109.49 . . . no C17 C16 H16A 109.44 . . . no C17 C16 H16B 109.42 . . . no H16A C16 H16B 108.12 . . . no C16 C17 H17A 109.48 . . . no C16 C17 H17B 109.43 . . . no C16 C17 H17C 109.43 . . . no H17A C17 H17B 109.52 . . . no H17A C17 H17C 109.50 . . . no H17B C17 H17C 109.47 . . . no O1 C18 H18 108.48 . . . no C11 C18 H18 108.49 . . . no C19 C18 H18 108.47 . . . no O4 C20 H20A 109.48 . . . no O4 C20 H20B 109.47 . . . no O4 C20 H20C 109.43 . . . no H20A C20 H20B 109.56 . . . no H20A C20 H20C 109.48 . . . no H20B C20 H20C 109.42 . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 O1 C13 C12 -5.6(4) . . . . no C18 O1 C13 C14 63.5(3) . . . . no C13 O1 C18 C19 -110.3(3) . . . . no C13 O1 C18 C11 13.1(3) . . . . no C15 O2 C16 C17 -86.9(3) . . . . no C16 O2 C15 C14 178.9(2) . . . . no C16 O2 C15 O3 -0.9(4) . . . . no C20 O4 C19 O5 8.1(4) . . . . no C20 O4 C19 C18 -170.4(3) . . . . no C10 C1 C2 C3 1.1(5) . . . . no C2 C1 C10 C9 -0.2(4) . . . . no C2 C1 C10 C11 -176.9(3) . . . . no C1 C2 C3 C8 -1.9(5) . . . . no C1 C2 C3 C4 179.2(3) . . . . no C8 C3 C4 C5 1.2(5) . . . . no C2 C3 C8 C9 1.9(4) . . . . no C4 C3 C8 C7 -0.8(4) . . . . no C2 C3 C4 C5 -179.9(3) . . . . no C2 C3 C8 C7 -179.8(3) . . . . no C4 C3 C8 C9 -179.1(3) . . . . no C3 C4 C5 C6 -1.2(5) . . . . no C4 C5 C6 C7 0.8(5) . . . . no C5 C6 C7 C8 -0.4(5) . . . . no C6 C7 C8 C9 178.7(3) . . . . no C6 C7 C8 C3 0.4(5) . . . . no C7 C8 C9 C10 -179.4(3) . . . . no C3 C8 C9 C10 -1.2(5) . . . . no C8 C9 C10 C11 177.1(3) . . . . no C8 C9 C10 C1 0.3(5) . . . . no C1 C10 C11 C12 -32.1(4) . . . . no C9 C10 C11 C12 151.3(3) . . . . no C9 C10 C11 C18 -85.9(4) . . . . no C1 C10 C11 C18 90.7(3) . . . . no C10 C11 C12 C13 140.2(3) . . . . no C12 C11 C18 C19 107.8(3) . . . . no C10 C11 C18 O1 -145.7(3) . . . . no C18 C11 C12 C13 11.6(3) . . . . no C12 C11 C18 O1 -15.2(3) . . . . no C10 C11 C18 C19 -22.7(4) . . . . no C10 C11 C12 C14 76.1(4) . . . . no C18 C11 C12 C14 -52.6(3) . . . . no C11 C12 C14 C13 92.7(3) . . . . no C13 C12 C14 C15 108.3(3) . . . . no C11 C12 C13 C14 -115.1(3) . . . . no C14 C12 C13 O1 110.6(3) . . . . no C11 C12 C14 C15 -159.0(3) . . . . no C11 C12 C13 O1 -4.5(4) . . . . no C12 C13 C14 C15 -104.9(3) . . . . no O1 C13 C14 C12 -101.1(3) . . . . no O1 C13 C14 C15 154.0(3) . . . . no C13 C14 C15 O3 24.5(5) . . . . no C12 C14 C15 O3 -41.4(4) . . . . no C13 C14 C15 O2 -155.2(3) . . . . no C12 C14 C15 O2 138.9(3) . . . . no C11 C18 C19 O4 92.0(3) . . . . no C11 C18 C19 O5 -86.3(4) . . . . no O1 C18 C19 O5 34.5(4) . . . . no O1 C18 C19 O4 -147.2(2) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 O5 2.858(3) . . no O1 C5 3.340(4) . 2_655 no O3 C17 3.261(4) . . no O3 C17 3.283(4) . 1_655 no O3 C16 3.368(5) . 1_655 no O4 C10 3.134(4) . . no O4 C9 3.299(4) . . no O5 C11 3.369(4) . 1_455 no O5 C14 3.205(4) . . no O5 O1 2.858(3) . . no O5 C18 3.290(4) . 1_455 no O5 C16 3.281(4) . 4_645 no O1 H5 2.7518 . 2_655 no O2 H12 2.8152 . 1_455 no O3 H13 2.6571 . . no O3 H17A 2.5142 . 1_655 no O3 H16A 2.8597 . 1_655 no O3 H12 2.7584 . . no O3 H17C 2.8280 . . no O3 H16B 2.3574 . . no O4 H20A 2.9163 . 3_545 no O5 H11 2.6098 . 1_455 no O5 H14 2.3795 . . no O5 H20A 2.5280 . . no O5 H20C 2.7538 . . no O5 H18 2.6481 . 1_455 no O5 H16B 2.8316 . 4_645 no C1 C14 3.363(4) . . no C1 C19 3.292(4) . . no C2 C9 3.592(5) . 1_455 no C4 C7 3.567(5) . 1_455 no C5 O1 3.340(4) . 2_654 no C5 C13 3.451(5) . 2_654 no C6 C13 3.540(5) . 2_654 no C7 C4 3.567(5) . 1_655 no C9 C19 3.541(4) . . no C9 C2 3.592(5) . 1_655 no C9 O4 3.299(4) . . no C10 O4 3.134(4) . . no C11 O5 3.369(4) . 1_655 no C13 C6 3.540(5) . 2_655 no C13 C5 3.451(5) . 2_655 no C14 O5 3.205(4) . . no C14 C1 3.363(4) . . no C14 C19 3.402(4) . . no C16 O5 3.281(4) . 4_655 no C16 O3 3.368(5) . 1_455 no C17 C20 3.513(5) . 2_555 no C17 O3 3.261(4) . . no C17 O3 3.283(4) . 1_455 no C18 O5 3.290(4) . 1_655 no C19 C14 3.402(4) . . no C19 C9 3.541(4) . . no C19 C1 3.292(4) . . no C20 C17 3.513(5) . 2_554 no C1 H4 2.8603 . 3_555 no C1 H14 2.9884 . . no C2 H2 3.0551 . 3_555 no C3 H2 2.9390 . 3_555 no C4 H7 3.0806 . 1_455 no C5 H12 3.0078 . 3_455 no C5 H16A 3.0654 . 3_555 no C6 H16A 3.0991 . 3_555 no C7 H17C 3.0038 . 2_654 no C7 H4 3.0881 . 1_655 no C12 H1 2.8089 . . no C14 H1 2.6921 . . no C15 H17C 2.8841 . . no C16 H6 3.0852 . 3_455 no C17 H20B 3.0988 . 2_655 no C18 H14 2.8237 . . no C19 H14 2.8291 . . no C19 H17B 3.0563 . 4_645 no C20 H17A 3.0433 . 2_554 no C20 H17B 3.0868 . 2_554 no C20 H17C 3.0743 . 2_654 no H1 C12 2.8089 . . no H1 C14 2.6921 . . no H1 H14 2.2796 . . no H2 H4 2.5145 . . no H2 C2 3.0551 . 3_455 no H2 C3 2.9390 . 3_455 no H4 C7 3.0881 . 1_455 no H4 H2 2.5145 . . no H4 C1 2.8603 . 3_455 no H5 O1 2.7518 . 2_654 no H5 H16A 2.5023 . 3_555 no H6 C16 3.0852 . 3_555 no H6 H16A 2.5748 . 3_555 no H7 C4 3.0806 . 1_655 no H7 H9 2.5133 . . no H9 H7 2.5133 . . no H9 H11 2.3592 . . no H9 H20C 2.5089 . 1_655 no H11 O5 2.6098 . 1_655 no H11 H9 2.3592 . . no H12 O2 2.8152 . 1_655 no H12 O3 2.7584 . . no H12 C5 3.0078 . 3_555 no H13 O3 2.6571 . . no H14 O5 2.3795 . . no H14 C1 2.9884 . . no H14 C18 2.8237 . . no H14 C19 2.8291 . . no H14 H1 2.2796 . . no H16A O3 2.8597 . 1_455 no H16A C5 3.0654 . 3_455 no H16A C6 3.0991 . 3_455 no H16A H5 2.5023 . 3_455 no H16A H6 2.5748 . 3_455 no H16B O3 2.3574 . . no H16B O5 2.8316 . 4_655 no H17A O3 2.5142 . 1_455 no H17A C20 3.0433 . 2_555 no H17B C20 3.0868 . 2_555 no H17B C19 3.0563 . 4_655 no H17B H20A 2.5154 . 4_655 no H17C O3 2.8280 . . no H17C C15 2.8841 . . no H17C C7 3.0038 . 2_655 no H17C C20 3.0743 . 2_655 no H17C H20B 2.5382 . 2_655 no H18 O5 2.6481 . 1_655 no H20A O5 2.5280 . . no H20A O4 2.9163 . 3_445 no H20A H17B 2.5154 . 4_645 no H20B C17 3.0988 . 2_654 no H20B H17C 2.5382 . 2_654 no H20C O5 2.7538 . . no H20C H9 2.5089 . 1_455 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C14 H14 O5 1.0000 2.3800 3.205(4) 139.00 . yes C17 H17A O3 0.9800 2.5100 3.283(4) 135.00 1_455 yes #===END