#------------------------------------------------------------------------------ #$Date: 2020-05-01 03:50:47 +0300 (Fri, 01 May 2020) $ #$Revision: 251347 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/15/74/7157485.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7157485 loop_ _publ_author_name 'Xiao, Long Gao' 'Zhang, Yu' 'Zhang, Honhli' 'Li, Ding' 'Gu, Qiong' 'Tang, Gui-Hua' 'Yu, Qian' 'An, Lin-Kun' _publ_section_title ; Spiroconyone A, a new phytosterol with spiro [5,6] ring system from Conyza japonica ; _journal_name_full 'Organic & Biomolecular Chemistry' _journal_paper_doi 10.1039/D0OB00666A _journal_year 2020 _chemical_absolute_configuration ad _chemical_formula_moiety 'C29 H48 O3, C H4 O' _chemical_formula_sum 'C30 H52 O4' _chemical_formula_weight 476.71 _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 21' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2019-06-13 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-02-10 deposited with the CCDC. 2020-04-30 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 6.61847(5) _cell_length_b 9.54000(6) _cell_length_c 44.1844(3) _cell_measurement_reflns_used 21401 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 76.7350 _cell_measurement_theta_min 3.9860 _cell_volume 2789.81(3) _computing_cell_refinement 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -57.00 -11.00 0.50 0.05 -- -46.37 26.00-124.00 92 2 \w -165.00-130.00 0.50 0.20 -- -100.00 -98.00 -78.00 70 3 \w -127.00 -83.00 0.50 0.20 -- -100.00 -98.00 -78.00 88 4 \w 69.00 116.00 0.50 0.20 -- 105.44-134.00-148.00 94 5 \w -108.00 -83.00 0.50 0.05 -- -46.37-125.00 150.00 50 6 \w -20.00 59.00 0.50 0.05 -- 46.37 -38.00 -30.00 158 7 \w 85.00 139.00 0.50 0.20 -- 105.44 125.00 60.00 108 8 \w 68.00 104.00 0.50 0.20 -- 105.44 -94.00-150.00 72 9 \w 34.00 64.00 0.50 0.20 -- 105.44 -94.00-150.00 60 10 \w 152.00 178.00 0.50 0.20 -- 105.44 125.00 60.00 52 11 \w 55.00 119.00 0.50 0.20 -- 105.44 -26.00 71.00 128 12 \w -99.00 -43.00 0.50 0.05 -- -46.37 -25.00 71.00 112 13 \w -108.00 -47.00 0.50 0.20 -- -100.00 45.00 -90.00 122 14 \w 101.00 177.00 0.50 0.20 -- 107.00 30.00 30.00 152 15 \w 37.00 74.00 0.50 0.20 -- 107.00 -77.00 -60.00 74 16 \w 79.00 124.00 0.50 0.20 -- 107.00 -77.00 -60.00 90 17 \w 95.00 127.00 0.50 0.20 -- 107.00 30.00 120.00 64 18 \w 143.00 178.00 0.50 0.20 -- 107.00 30.00 120.00 70 19 \w 48.00 94.00 0.50 0.20 -- 107.00-125.00 60.00 92 20 \w 66.00 122.00 0.50 0.20 -- 107.00 -45.00-180.00 112 21 \w 23.00 118.00 0.50 0.05 -- 46.37 77.00-180.00 190 22 \w 23.00 118.00 0.50 0.05 -- 46.37 77.00 30.00 190 23 \w 30.00 118.00 0.50 0.05 -- 46.37 57.00 -60.00 176 24 \w -173.00-138.00 0.50 0.20 -- -100.00 -61.00 90.00 70 25 \w -173.00 -76.00 0.50 0.20 -- -100.00 -77.00 -30.00 194 26 \w 89.00 178.00 0.50 0.20 -- 107.00 15.00-180.00 178 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy R, DW system, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0689938000 _diffrn_orient_matrix_UB_12 0.0683633000 _diffrn_orient_matrix_UB_13 0.0298492000 _diffrn_orient_matrix_UB_21 0.0344714000 _diffrn_orient_matrix_UB_22 0.1462901000 _diffrn_orient_matrix_UB_23 -0.0138391000 _diffrn_orient_matrix_UB_31 -0.2196111000 _diffrn_orient_matrix_UB_32 0.0014486000 _diffrn_orient_matrix_UB_33 -0.0115453000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_unetI/netI 0.0186 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 55 _diffrn_reflns_limit_l_min -55 _diffrn_reflns_number 28419 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.975 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.884 _diffrn_reflns_theta_min 4.002 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_type 'Rigaku (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.566 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.79901 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.135 _exptl_crystal_description plate _exptl_crystal_F_000 1056 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.278 _refine_diff_density_min -0.140 _refine_diff_density_rms 0.033 _refine_ls_abs_structure_details ; Flack x determined using 2316 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.02(4) _refine_ls_extinction_coef 0.00087(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2016/6 (Sheldrick 2016)' _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 321 _refine_ls_number_reflns 5762 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.038 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0279 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0364P)^2^+0.6128P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0714 _refine_ls_wR_factor_ref 0.0720 _reflns_Friedel_coverage 0.709 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.963 _reflns_number_gt 5618 _reflns_number_total 5762 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ob00666a2.cif _cod_data_source_block xiaolg_190612_2 _cod_database_code 7157485 _shelx_shelxl_version_number 2016/6 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.972 _shelx_estimated_absorpt_t_min 0.849 _diffrn_oxdiff_digest_frames ; 012ffef69f8732e3cba5f29d389dc8bb2d00972b085 ; _diffrn_oxdiff_digest_hkl ; 013e34511fd6d3278f037437678bd8cdcbd7f5 ; _reflns_odcompleteness_completeness 99.93 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2.a Ternary CH refined with riding coordinates: C25(H25), C22(H22), C10(H10), C8(H8), C14(H14), C12(H12), C26(H26), C5(H5) 2.b Secondary CH2 refined with riding coordinates: C15(H15A,H15B), C13(H13A,H13B), C3(H3A,H3B), C2(H2A,H2B), C6(H6A,H6B), C7(H7A, H7B), C16(H16A,H16B), C11(H11A,H11B), C29(H29A,H29B) 2.c Aromatic/amide H refined with riding coordinates: C24(H24), C23(H23) 2.d Idealised Me refined as rotating group: C32(H32A,H32B,H32C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C31(H31A,H31B, H31C), C34(H34A,H34B,H34C), C19(H19A,H19B,H19C), C30(H30A,H30B,H30C) 2.e Idealised tetrahedral OH refined as rotating group: O18(H18), O0AA(H0AA) ; _shelx_res_file ; TITL xiaolg_190612_2.res created by SHELXL-2016/6 at 10:00:48 on 13-Jun-2019 CELL 1.54184 6.61847 9.54 44.18442 90 90 90 ZERR 4 0.00005 0.00006 0.00027 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,-Z SYMM -X,0.5+Y,0.5-Z SFAC C H O UNIT 120 208 16 L.S. 50 PLAN 50 SIZE 0.05 0.2 0.3 MORE -1 BOND $H CONF htab conf fmap 2 acta REM REM REM WGHT 0.036400 0.612800 EXTI 0.000866 FVAR 6.03174 O21 3 0.448749 0.544649 0.586156 11.00000 0.01446 0.01945 = 0.02409 0.00396 -0.00029 0.00234 O33 3 1.366701 1.153794 0.520967 11.00000 0.02788 0.01941 = 0.01897 -0.00064 0.00219 0.00154 O18 3 1.013325 1.123312 0.551507 11.00000 0.02464 0.01200 = 0.02644 0.00359 0.00596 -0.00008 AFIX 147 H18 2 1.119725 1.125768 0.542013 11.00000 -1.50000 AFIX 0 C25 1 0.430449 -0.176203 0.708246 11.00000 0.02161 0.01750 = 0.01820 0.00084 0.00163 -0.00132 AFIX 13 H25 2 0.520602 -0.238227 0.696833 11.00000 -1.20000 AFIX 0 C22 1 0.700302 0.168325 0.680338 11.00000 0.01868 0.01774 = 0.01555 0.00161 0.00091 -0.00102 AFIX 13 H22 2 0.601426 0.226361 0.691088 11.00000 -1.20000 AFIX 0 C1 1 0.813841 0.558650 0.584017 11.00000 0.01388 0.01233 = 0.01380 -0.00053 -0.00037 0.00021 C10 1 0.958633 0.478750 0.561198 11.00000 0.01407 0.01248 = 0.01483 -0.00106 -0.00094 0.00056 AFIX 13 H10 2 1.059814 0.426341 0.572782 11.00000 -1.20000 AFIX 0 C9 1 0.610715 0.485656 0.589108 11.00000 0.01435 0.01575 = 0.01168 -0.00144 -0.00020 -0.00125 C15 1 0.768968 0.970822 0.574083 11.00000 0.02392 0.01201 = 0.02045 -0.00127 0.00344 0.00247 AFIX 23 H15A 2 0.684220 0.976258 0.556211 11.00000 -1.20000 H15B 2 0.730972 1.046710 0.587540 11.00000 -1.20000 AFIX 0 C24 1 0.489317 -0.027108 0.701620 11.00000 0.02076 0.01687 = 0.01576 -0.00049 -0.00127 -0.00014 AFIX 43 H24 2 0.405776 0.042113 0.709561 11.00000 -1.20000 AFIX 0 C13 1 1.056518 0.870206 0.543681 11.00000 0.01658 0.01345 = 0.01770 0.00083 0.00176 -0.00103 AFIX 23 H13A 2 0.980394 0.874413 0.524944 11.00000 -1.20000 H13B 2 1.198853 0.880346 0.538928 11.00000 -1.20000 AFIX 0 C8 1 0.625969 0.341722 0.602774 11.00000 0.01329 0.01478 = 0.01467 0.00052 0.00021 0.00016 AFIX 13 H8 2 0.727146 0.288959 0.591264 11.00000 -1.20000 AFIX 0 C14 1 0.989251 0.987737 0.564934 11.00000 0.02214 0.01078 = 0.01851 0.00172 -0.00053 -0.00107 AFIX 13 H14 2 1.072491 0.983722 0.583257 11.00000 -1.20000 AFIX 0 C4 1 0.704937 0.357316 0.635890 11.00000 0.01495 0.01460 = 0.01392 0.00022 0.00014 0.00045 C3 1 0.917422 0.418341 0.633013 11.00000 0.01601 0.01561 = 0.01488 0.00113 -0.00163 -0.00002 AFIX 23 H3A 2 1.002915 0.351912 0.622419 11.00000 -1.20000 H3B 2 0.973493 0.432222 0.653073 11.00000 -1.20000 AFIX 0 C2 1 0.918767 0.559271 0.615829 11.00000 0.01619 0.01453 = 0.01443 -0.00006 -0.00148 -0.00245 AFIX 23 H2A 2 1.058045 0.588483 0.613198 11.00000 -1.20000 H2B 2 0.852720 0.629072 0.628357 11.00000 -1.20000 AFIX 0 C12 1 1.019373 0.730302 0.559468 11.00000 0.01414 0.01318 = 0.01481 0.00036 0.00018 0.00033 AFIX 13 H12 2 1.102051 0.730219 0.577868 11.00000 -1.20000 AFIX 0 C26 1 0.210990 -0.203778 0.697667 11.00000 0.02207 0.01897 = 0.02215 -0.00306 0.00118 -0.00198 AFIX 13 H26 2 0.122274 -0.139241 0.708675 11.00000 -1.20000 AFIX 0 C23 1 0.647029 0.016690 0.685721 11.00000 0.02060 0.01813 = 0.01611 0.00150 -0.00134 0.00144 AFIX 43 H23 2 0.730903 -0.051036 0.677274 11.00000 -1.20000 AFIX 0 C6 1 0.477724 0.156646 0.632943 11.00000 0.01660 0.01556 = 0.01641 0.00140 0.00156 -0.00236 AFIX 23 H6A 2 0.482085 0.058945 0.626899 11.00000 -1.20000 H6B 2 0.371742 0.168220 0.647899 11.00000 -1.20000 AFIX 0 C7 1 0.436735 0.251475 0.605106 11.00000 0.01514 0.01747 = 0.01933 0.00312 -0.00126 -0.00227 AFIX 23 H7A 2 0.418146 0.195745 0.586956 11.00000 -1.20000 H7B 2 0.317676 0.308948 0.608254 11.00000 -1.20000 AFIX 0 C17 1 0.797921 0.707869 0.569553 11.00000 0.01441 0.01240 = 0.01562 0.00024 0.00043 -0.00015 C16 1 0.733463 0.829847 0.590051 11.00000 0.01892 0.01349 = 0.01876 -0.00035 0.00404 0.00146 AFIX 23 H16A 2 0.810429 0.827002 0.608724 11.00000 -1.20000 H16B 2 0.591473 0.820434 0.595096 11.00000 -1.20000 AFIX 0 C11 1 1.066096 0.594232 0.542645 11.00000 0.01512 0.01308 = 0.01759 0.00074 0.00222 0.00037 AFIX 23 H11A 2 1.210598 0.577614 0.541895 11.00000 -1.20000 H11B 2 1.014069 0.597539 0.522134 11.00000 -1.20000 AFIX 0 C29 1 0.460095 -0.205874 0.742267 11.00000 0.02619 0.02486 = 0.02036 0.00669 0.00074 -0.00488 AFIX 23 H29A 2 0.378070 -0.140797 0.753824 11.00000 -1.20000 H29B 2 0.412662 -0.299883 0.746679 11.00000 -1.20000 AFIX 0 C32 1 0.568287 0.452299 0.655115 11.00000 0.02307 0.01589 = 0.01797 -0.00053 0.00378 0.00172 AFIX 137 H32A 2 0.557860 0.542746 0.645720 11.00000 -1.50000 H32B 2 0.625267 0.462396 0.674977 11.00000 -1.50000 H32C 2 0.436353 0.411104 0.656662 11.00000 -1.50000 AFIX 0 C27 1 0.139317 -0.353039 0.704208 11.00000 0.02846 0.02288 = 0.03221 -0.00319 0.00310 -0.00667 AFIX 137 H27A 2 0.231326 -0.418757 0.695220 11.00000 -1.50000 H27B 2 0.006882 -0.366318 0.695822 11.00000 -1.50000 H27C 2 0.134724 -0.367790 0.725689 11.00000 -1.50000 AFIX 0 C5 1 0.684663 0.202266 0.646274 11.00000 0.01527 0.01434 = 0.01519 0.00058 0.00171 -0.00070 AFIX 13 H5 2 0.789706 0.148281 0.635857 11.00000 -1.20000 AFIX 0 C28 1 0.188046 -0.173181 0.663827 11.00000 0.02845 0.02884 = 0.02498 -0.00187 -0.00533 -0.00541 AFIX 137 H28A 2 0.224004 -0.077403 0.659901 11.00000 -1.50000 H28B 2 0.050434 -0.188815 0.657846 11.00000 -1.50000 H28C 2 0.275311 -0.234137 0.652514 11.00000 -1.50000 AFIX 0 C31 1 0.910163 0.200063 0.693475 11.00000 0.02465 0.02751 = 0.01948 0.00611 -0.00426 -0.00574 AFIX 137 H31A 2 0.916242 0.168088 0.714056 11.00000 -1.50000 H31B 2 0.934174 0.299262 0.692855 11.00000 -1.50000 H31C 2 1.011276 0.152681 0.681728 11.00000 -1.50000 AFIX 0 C34 1 1.375420 1.303950 0.520610 11.00000 0.02043 0.02049 = 0.02048 -0.00225 0.00170 -0.00276 AFIX 137 H34A 2 1.276882 1.339563 0.506643 11.00000 -1.50000 H34B 2 1.507799 1.333507 0.514434 11.00000 -1.50000 H34C 2 1.347418 1.339320 0.540513 11.00000 -1.50000 AFIX 0 C19 1 0.656471 0.702803 0.541549 11.00000 0.01719 0.01457 = 0.01810 0.00211 -0.00197 -0.00038 AFIX 137 H19A 2 0.660187 0.610692 0.532818 11.00000 -1.50000 H19B 2 0.700954 0.770191 0.526853 11.00000 -1.50000 H19C 2 0.520796 0.724394 0.547657 11.00000 -1.50000 AFIX 0 C30 1 0.679008 -0.192780 0.752458 11.00000 0.02983 0.03392 = 0.02647 0.00951 -0.00570 -0.00599 AFIX 137 H30A 2 0.759509 -0.261979 0.742287 11.00000 -1.50000 H30B 2 0.687057 -0.207181 0.773927 11.00000 -1.50000 H30C 2 0.728505 -0.100924 0.747585 11.00000 -1.50000 AFIX 0 O0AA 3 0.854232 0.383989 0.541391 11.00000 0.01974 0.01125 = 0.01817 -0.00216 -0.00131 -0.00109 AFIX 147 H0AA 2 0.882846 0.303029 0.545918 11.00000 -1.50000 AFIX 0 H33 2 1.367189 1.126333 0.502988 11.00000 0.03615 HKLF 4 REM REM R1 = 0.0279 for 5618 Fo > 4sig(Fo) and 0.0288 for all 5762 data REM 321 parameters refined using 0 restraints END WGHT 0.0364 0.6127 REM Instructions for potential hydrogen bonds HTAB O18 O33 HTAB C8 O0AA EQIV $1 x+1, y, z HTAB C11 O21_$1 EQIV $2 x+1, y+1, z HTAB C34 O0AA_$2 EQIV $3 x, y-1, z HTAB O0AA O18_$3 EQIV $4 x+1/2, -y+3/2, -z+1 HTAB O33 O0AA_$4 REM Highest difference peak 0.278, deepest hole -0.140, 1-sigma level 0.033 Q1 1 0.8008 0.6321 0.5781 11.00000 0.05 0.28 Q2 1 0.9066 0.7207 0.5641 11.00000 0.05 0.26 Q3 1 1.0328 0.7931 0.5514 11.00000 0.05 0.25 Q4 1 1.0463 0.6651 0.5511 11.00000 0.05 0.24 Q5 1 0.7015 0.2793 0.6419 11.00000 0.05 0.23 Q6 1 0.7526 0.9018 0.5816 11.00000 0.05 0.23 Q7 1 1.0083 0.5386 0.5518 11.00000 0.05 0.22 Q8 1 0.7689 0.7658 0.5799 11.00000 0.05 0.21 Q9 1 0.6145 0.4005 0.5949 11.00000 0.05 0.21 Q10 1 0.7182 0.5172 0.5850 11.00000 0.05 0.21 Q11 1 1.0191 0.9263 0.5542 11.00000 0.05 0.20 Q12 1 0.8106 0.3786 0.6346 11.00000 0.05 0.19 Q13 1 0.8782 0.9670 0.5693 11.00000 0.05 0.18 Q14 1 0.8712 0.5127 0.5738 11.00000 0.05 0.18 Q15 1 0.6662 0.0925 0.6844 11.00000 0.05 0.17 Q16 1 0.3221 -0.1938 0.7031 11.00000 0.05 0.17 Q17 1 0.1849 -0.2800 0.7008 11.00000 0.05 0.17 Q18 1 0.5899 0.1810 0.6407 11.00000 0.05 0.17 Q19 1 0.6665 0.3484 0.6199 11.00000 0.05 0.17 Q20 1 0.6854 0.1898 0.6616 11.00000 0.05 0.17 Q21 1 0.9173 0.4842 0.6239 11.00000 0.05 0.17 Q22 1 0.8608 0.5601 0.5986 11.00000 0.05 0.16 Q23 1 0.4544 -0.1965 0.7242 11.00000 0.05 0.15 Q24 1 0.5327 0.3030 0.6028 11.00000 0.05 0.14 Q25 1 0.6160 -0.0094 0.7021 11.00000 0.05 0.14 Q26 1 0.5328 -0.0111 0.6848 11.00000 0.05 0.14 Q27 1 0.8086 0.1747 0.6858 11.00000 0.05 0.13 Q28 1 0.4570 -0.1064 0.7033 11.00000 0.05 0.13 Q29 1 1.0141 1.1950 0.5623 11.00000 0.05 0.13 Q30 1 0.1978 -0.2025 0.6816 11.00000 0.05 0.12 Q31 1 0.4782 0.6399 0.5838 11.00000 0.05 0.12 Q32 1 0.6415 0.5604 0.5212 11.00000 0.05 0.12 Q33 1 0.6564 0.4089 0.6440 11.00000 0.05 0.12 Q34 1 1.5184 1.0952 0.5227 11.00000 0.05 0.11 Q35 1 0.7387 0.6996 0.5576 11.00000 0.05 0.11 Q36 1 0.8953 1.1208 0.5487 11.00000 0.05 0.11 Q37 1 0.4428 0.2126 0.6212 11.00000 0.05 0.11 Q38 1 0.3152 0.5184 0.5902 11.00000 0.05 0.11 Q39 1 0.8377 0.1675 0.6361 11.00000 0.05 0.10 Q40 1 0.4480 0.7534 0.5798 11.00000 0.05 0.10 Q41 1 1.0006 0.2922 0.6206 11.00000 0.05 0.10 Q42 1 0.7574 0.2168 0.5831 11.00000 0.05 0.10 Q43 1 0.5342 0.2006 0.6905 11.00000 0.05 0.10 Q44 1 1.3159 0.7578 0.5797 11.00000 0.05 0.10 Q45 1 0.9217 1.1828 0.5592 11.00000 0.05 0.09 Q46 1 0.9974 1.0440 0.5572 11.00000 0.05 0.09 Q47 1 1.5506 1.3005 0.5243 11.00000 0.05 0.09 Q48 1 1.0608 0.7273 0.5665 11.00000 0.05 0.09 Q49 1 0.5260 0.5257 0.5921 11.00000 0.05 0.09 Q50 1 0.9064 0.8846 0.6164 11.00000 0.05 0.09 ; _shelx_res_checksum 42073 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.251 _oxdiff_exptl_absorpt_empirical_full_min 0.801 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' 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_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O21 O 0.44875(16) 0.54465(11) 0.58616(2) 0.0193(2) Uani 1 1 d . . . . . O18 O 1.01333(18) 1.12331(11) 0.55151(2) 0.0210(2) Uani 1 1 d . . . . . H18 H 1.119725 1.125768 0.542013 0.032 Uiso 1 1 calc GR . . . . C25 C 0.4304(2) -0.17620(16) 0.70825(3) 0.0191(3) Uani 1 1 d . . . . . H25 H 0.520602 -0.238227 0.696833 0.023 Uiso 1 1 calc R . . . . C22 C 0.7003(2) 0.16832(16) 0.68034(3) 0.0173(3) Uani 1 1 d . . . . . H22 H 0.601426 0.226361 0.691088 0.021 Uiso 1 1 calc R . . . . C1 C 0.8138(2) 0.55865(15) 0.58402(3) 0.0133(3) Uani 1 1 d . . . . . C10 C 0.9586(2) 0.47875(14) 0.56120(3) 0.0138(3) Uani 1 1 d . . . . . H10 H 1.059814 0.426341 0.572782 0.017 Uiso 1 1 calc R . . . . C9 C 0.6107(2) 0.48566(15) 0.58911(3) 0.0139(3) Uani 1 1 d . . . . . C15 C 0.7690(2) 0.97082(16) 0.57408(3) 0.0188(3) Uani 1 1 d . . . . . H15A H 0.684220 0.976258 0.556211 0.023 Uiso 1 1 calc R . . . . H15B H 0.730972 1.046710 0.587540 0.023 Uiso 1 1 calc R . . . . C24 C 0.4893(2) -0.02711(16) 0.70162(3) 0.0178(3) Uani 1 1 d . . . . . H24 H 0.405776 0.042113 0.709561 0.021 Uiso 1 1 calc R . . . . C13 C 1.0565(2) 0.87021(15) 0.54368(3) 0.0159(3) Uani 1 1 d . . . . . H13A H 0.980394 0.874413 0.524944 0.019 Uiso 1 1 calc R . . . . H13B H 1.198853 0.880346 0.538928 0.019 Uiso 1 1 calc R . . . . C8 C 0.6260(2) 0.34172(15) 0.60277(3) 0.0142(3) Uani 1 1 d . . . . . H8 H 0.727146 0.288959 0.591264 0.017 Uiso 1 1 calc R . . . . C14 C 0.9893(2) 0.98774(14) 0.56493(3) 0.0171(3) Uani 1 1 d . . . . . H14 H 1.072491 0.983722 0.583257 0.021 Uiso 1 1 calc R . . . . C4 C 0.7049(2) 0.35732(15) 0.63589(3) 0.0145(3) Uani 1 1 d . . . . . C3 C 0.9174(2) 0.41834(15) 0.63301(3) 0.0155(3) Uani 1 1 d . . . . . H3A H 1.002915 0.351912 0.622419 0.019 Uiso 1 1 calc R . . . . H3B H 0.973493 0.432222 0.653073 0.019 Uiso 1 1 calc R . . . . C2 C 0.9188(2) 0.55927(15) 0.61583(3) 0.0150(3) Uani 1 1 d . . . . . H2A H 1.058045 0.588483 0.613198 0.018 Uiso 1 1 calc R . . . . H2B H 0.852720 0.629072 0.628357 0.018 Uiso 1 1 calc R . . . . C12 C 1.0194(2) 0.73030(14) 0.55947(3) 0.0140(3) Uani 1 1 d . . . . . H12 H 1.102051 0.730219 0.577868 0.017 Uiso 1 1 calc R . . . . C26 C 0.2110(3) -0.20378(17) 0.69767(4) 0.0211(3) Uani 1 1 d . . . . . H26 H 0.122274 -0.139241 0.708675 0.025 Uiso 1 1 calc R . . . . C23 C 0.6470(2) 0.01669(16) 0.68572(3) 0.0183(3) Uani 1 1 d . . . . . H23 H 0.730903 -0.051036 0.677274 0.022 Uiso 1 1 calc R . . . . C6 C 0.4777(2) 0.15665(15) 0.63294(3) 0.0162(3) Uani 1 1 d . . . . . H6A H 0.482085 0.058945 0.626899 0.019 Uiso 1 1 calc R . . . . H6B H 0.371742 0.168220 0.647899 0.019 Uiso 1 1 calc R . . . . C7 C 0.4367(2) 0.25148(15) 0.60511(3) 0.0173(3) Uani 1 1 d . . . . . H7A H 0.418146 0.195745 0.586956 0.021 Uiso 1 1 calc R . . . . H7B H 0.317676 0.308948 0.608254 0.021 Uiso 1 1 calc R . . . . C17 C 0.7979(2) 0.70787(15) 0.56955(3) 0.0141(3) Uani 1 1 d . . . . . C16 C 0.7335(2) 0.82985(15) 0.59005(3) 0.0171(3) Uani 1 1 d . . . . . H16A H 0.810429 0.827002 0.608724 0.020 Uiso 1 1 calc R . . . . H16B H 0.591473 0.820434 0.595096 0.020 Uiso 1 1 calc R . . . . C11 C 1.0661(2) 0.59423(14) 0.54265(3) 0.0153(3) Uani 1 1 d . . . . . H11A H 1.210598 0.577614 0.541895 0.018 Uiso 1 1 calc R . . . . H11B H 1.014069 0.597539 0.522134 0.018 Uiso 1 1 calc R . . . . C29 C 0.4601(3) -0.20587(18) 0.74227(3) 0.0238(3) Uani 1 1 d . . . . . H29A H 0.378070 -0.140797 0.753824 0.029 Uiso 1 1 calc R . . . . H29B H 0.412662 -0.299883 0.746679 0.029 Uiso 1 1 calc R . . . . C32 C 0.5683(2) 0.45230(15) 0.65512(3) 0.0190(3) Uani 1 1 d . . . . . H32A H 0.557860 0.542746 0.645720 0.028 Uiso 1 1 calc GR . . . . H32B H 0.625267 0.462396 0.674977 0.028 Uiso 1 1 calc GR . . . . H32C H 0.436353 0.411104 0.656662 0.028 Uiso 1 1 calc GR . . . . C27 C 0.1393(3) -0.35304(18) 0.70421(4) 0.0279(4) Uani 1 1 d . . . . . H27A H 0.231326 -0.418757 0.695220 0.042 Uiso 1 1 calc GR . . . . H27B H 0.006882 -0.366318 0.695822 0.042 Uiso 1 1 calc GR . . . . H27C H 0.134724 -0.367790 0.725689 0.042 Uiso 1 1 calc GR . . . . C5 C 0.6847(2) 0.20227(15) 0.64627(3) 0.0149(3) Uani 1 1 d . . . . . H5 H 0.789706 0.148281 0.635857 0.018 Uiso 1 1 calc R . . . . C28 C 0.1880(3) -0.17318(19) 0.66383(4) 0.0274(4) Uani 1 1 d . . . . . H28A H 0.224004 -0.077403 0.659901 0.041 Uiso 1 1 calc GR . . . . H28B H 0.050434 -0.188815 0.657846 0.041 Uiso 1 1 calc GR . . . . H28C H 0.275311 -0.234137 0.652514 0.041 Uiso 1 1 calc GR . . . . C31 C 0.9102(3) 0.20006(18) 0.69348(4) 0.0239(3) Uani 1 1 d . . . . . H31A H 0.916242 0.168088 0.714056 0.036 Uiso 1 1 calc GR . . . . H31B H 0.934174 0.299262 0.692855 0.036 Uiso 1 1 calc GR . . . . H31C H 1.011276 0.152681 0.681728 0.036 Uiso 1 1 calc GR . . . . C19 C 0.6565(2) 0.70280(15) 0.54155(3) 0.0166(3) Uani 1 1 d . . . . . H19A H 0.660187 0.610692 0.532818 0.025 Uiso 1 1 calc GR . . . . H19B H 0.700954 0.770191 0.526853 0.025 Uiso 1 1 calc GR . . . . H19C H 0.520796 0.724394 0.547657 0.025 Uiso 1 1 calc GR . . . . C30 C 0.6790(3) -0.1928(2) 0.75246(4) 0.0301(4) Uani 1 1 d . . . . . H30A H 0.759509 -0.261979 0.742287 0.045 Uiso 1 1 calc GR . . . . H30B H 0.687057 -0.207181 0.773927 0.045 Uiso 1 1 calc GR . . . . H30C H 0.728505 -0.100924 0.747585 0.045 Uiso 1 1 calc GR . . . . O0AA O 0.85423(16) 0.38399(10) 0.54139(2) 0.0164(2) Uani 1 1 d . . . . . H0AA H 0.882846 0.303029 0.545918 0.025 Uiso 1 1 calc GR . . . . 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 O21 0.0145(5) 0.0195(5) 0.0241(5) 0.0040(4) -0.0003(4) 0.0023(4) O18 0.0246(6) 0.0120(5) 0.0264(5) 0.0036(4) 0.0060(5) -0.0001(4) C25 0.0216(7) 0.0175(7) 0.0182(7) 0.0008(5) 0.0016(6) -0.0013(6) C22 0.0187(7) 0.0177(7) 0.0156(6) 0.0016(5) 0.0009(6) -0.0010(6) C1 0.0139(7) 0.0123(6) 0.0138(6) -0.0005(5) -0.0004(5) 0.0002(5) C10 0.0141(6) 0.0125(6) 0.0148(6) -0.0011(5) -0.0009(5) 0.0006(5) C9 0.0143(7) 0.0158(6) 0.0117(6) -0.0014(5) -0.0002(5) -0.0013(5) C15 0.0239(8) 0.0120(7) 0.0204(7) -0.0013(5) 0.0034(6) 0.0025(6) C24 0.0208(7) 0.0169(7) 0.0158(6) -0.0005(5) -0.0013(6) -0.0001(6) C13 0.0166(6) 0.0134(6) 0.0177(6) 0.0008(5) 0.0018(5) -0.0010(6) C8 0.0133(6) 0.0148(6) 0.0147(6) 0.0005(5) 0.0002(5) 0.0002(5) C14 0.0221(7) 0.0108(6) 0.0185(6) 0.0017(5) -0.0005(6) -0.0011(6) C4 0.0149(6) 0.0146(7) 0.0139(6) 0.0002(5) 0.0001(5) 0.0005(6) C3 0.0160(7) 0.0156(7) 0.0149(6) 0.0011(5) -0.0016(5) 0.0000(5) C2 0.0162(7) 0.0145(6) 0.0144(6) -0.0001(5) -0.0015(5) -0.0025(5) C12 0.0141(7) 0.0132(6) 0.0148(6) 0.0004(5) 0.0002(5) 0.0003(5) C26 0.0221(7) 0.0190(7) 0.0221(7) -0.0031(6) 0.0012(6) -0.0020(6) C23 0.0206(7) 0.0181(7) 0.0161(6) 0.0015(5) -0.0013(6) 0.0014(6) C6 0.0166(7) 0.0156(6) 0.0164(6) 0.0014(5) 0.0016(5) -0.0024(6) C7 0.0151(6) 0.0175(7) 0.0193(7) 0.0031(5) -0.0013(5) -0.0023(6) C17 0.0144(7) 0.0124(6) 0.0156(6) 0.0002(5) 0.0004(5) -0.0002(5) C16 0.0189(7) 0.0135(7) 0.0188(7) -0.0004(5) 0.0040(6) 0.0015(5) C11 0.0151(6) 0.0131(6) 0.0176(7) 0.0007(5) 0.0022(5) 0.0004(5) C29 0.0262(9) 0.0249(8) 0.0204(7) 0.0067(6) 0.0007(6) -0.0049(7) C32 0.0231(7) 0.0159(7) 0.0180(7) -0.0005(5) 0.0038(6) 0.0017(6) C27 0.0285(8) 0.0229(8) 0.0322(9) -0.0032(7) 0.0031(7) -0.0067(7) C5 0.0153(7) 0.0143(7) 0.0152(6) 0.0006(5) 0.0017(5) -0.0007(5) C28 0.0284(9) 0.0288(9) 0.0250(8) -0.0019(7) -0.0053(7) -0.0054(7) C31 0.0246(8) 0.0275(8) 0.0195(7) 0.0061(6) -0.0043(6) -0.0057(7) C19 0.0172(7) 0.0146(7) 0.0181(7) 0.0021(5) -0.0020(6) -0.0004(5) C30 0.0298(10) 0.0339(9) 0.0265(8) 0.0095(7) -0.0057(7) -0.0060(7) O0AA 0.0197(5) 0.0113(5) 0.0182(5) -0.0022(4) -0.0013(4) -0.0011(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_3 _geom_angle_publ_flag C14 O18 H18 109.5 . . ? C24 C25 H25 108.3 . . ? C24 C25 C26 110.18(13) . . ? C24 C25 C29 109.30(13) . . ? C26 C25 H25 108.3 . . ? C29 C25 H25 108.3 . . ? C29 C25 C26 112.48(13) . . ? C23 C22 H22 108.0 . . ? C23 C22 C5 109.85(12) . . ? C23 C22 C31 109.94(13) . . ? C5 C22 H22 108.0 . . ? C31 C22 H22 108.0 . . ? C31 C22 C5 112.83(12) . . ? C9 C1 C10 113.92(11) . . ? C9 C1 C2 105.01(11) . . ? C9 C1 C17 114.52(12) . . ? C2 C1 C10 107.70(11) . . ? C17 C1 C10 102.61(11) . . ? C17 C1 C2 113.13(11) . . ? C1 C10 H10 109.0 . . ? C11 C10 C1 105.81(11) . . ? C11 C10 H10 109.0 . . ? O0AA C10 C1 113.54(11) . . ? O0AA C10 H10 109.0 . . ? O0AA C10 C11 110.30(11) . . ? O21 C9 C1 123.17(12) . . ? O21 C9 C8 121.62(13) . . ? C8 C9 C1 114.55(12) . . ? H15A C15 H15B 108.0 . . ? C14 C15 H15A 109.4 . . ? C14 C15 H15B 109.4 . . ? C14 C15 C16 111.18(12) . . ? C16 C15 H15A 109.4 . . ? C16 C15 H15B 109.4 . . ? C25 C24 H24 116.4 . . ? C23 C24 C25 127.25(14) . . ? C23 C24 H24 116.4 . . ? H13A C13 H13B 108.4 . . ? C14 C13 H13A 110.0 . . ? C14 C13 H13B 110.0 . . ? C12 C13 H13A 110.0 . . ? C12 C13 H13B 110.0 . . ? C12 C13 C14 108.29(11) . . ? C9 C8 H8 107.9 . . ? C9 C8 C4 108.18(11) . . ? C9 C8 C7 119.22(12) . . ? C4 C8 H8 107.9 . . ? C7 C8 H8 107.9 . . ? C7 C8 C4 105.41(11) . . ? O18 C14 C15 108.21(12) . . ? O18 C14 C13 112.06(12) . . ? O18 C14 H14 108.4 . . ? C15 C14 C13 111.37(12) . . ? C15 C14 H14 108.4 . . ? C13 C14 H14 108.4 . . ? C3 C4 C8 105.46(11) . . ? C3 C4 C32 111.30(12) . . ? C3 C4 C5 117.82(12) . . ? C32 C4 C8 112.17(12) . . ? C32 C4 C5 110.32(12) . . ? C5 C4 C8 99.04(11) . . ? C4 C3 H3A 109.2 . . ? C4 C3 H3B 109.2 . . ? C4 C3 C2 112.22(12) . . ? H3A C3 H3B 107.9 . . ? C2 C3 H3A 109.2 . . ? C2 C3 H3B 109.2 . . ? C1 C2 H2A 108.3 . . ? C1 C2 H2B 108.3 . . ? C3 C2 C1 115.79(11) . . ? C3 C2 H2A 108.3 . . ? C3 C2 H2B 108.3 . . ? H2A C2 H2B 107.4 . . ? C13 C12 H12 106.9 . . ? C13 C12 C17 113.91(12) . . ? C13 C12 C11 119.23(11) . . ? C17 C12 H12 106.9 . . ? C11 C12 H12 106.9 . . ? C11 C12 C17 102.38(11) . . ? C25 C26 H26 107.8 . . ? C27 C26 C25 113.10(14) . . ? C27 C26 H26 107.8 . . ? C27 C26 C28 109.36(14) . . ? C28 C26 C25 110.82(13) . . ? C28 C26 H26 107.8 . . ? C22 C23 H23 117.6 . . ? C24 C23 C22 124.75(14) . . ? C24 C23 H23 117.6 . . ? H6A C6 H6B 108.6 . . ? C7 C6 H6A 110.3 . . ? C7 C6 H6B 110.3 . . ? C7 C6 C5 106.95(11) . . ? C5 C6 H6A 110.3 . . ? C5 C6 H6B 110.3 . . ? C8 C7 C6 103.86(11) . . ? C8 C7 H7A 111.0 . . ? C8 C7 H7B 111.0 . . ? C6 C7 H7A 111.0 . . ? C6 C7 H7B 111.0 . . ? H7A C7 H7B 109.0 . . ? C12 C17 C1 100.36(11) . . ? C12 C17 C19 110.25(11) . . ? C16 C17 C1 117.88(11) . . ? C16 C17 C12 109.17(12) . . ? C16 C17 C19 109.04(12) . . ? C19 C17 C1 109.76(11) . . ? C15 C16 H16A 109.6 . . ? C15 C16 H16B 109.6 . . ? C17 C16 C15 110.49(12) . . ? C17 C16 H16A 109.6 . . ? C17 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? C10 C11 H11A 110.8 . . ? C10 C11 H11B 110.8 . . ? C12 C11 C10 104.74(11) . . ? C12 C11 H11A 110.8 . . ? C12 C11 H11B 110.8 . . ? H11A C11 H11B 108.9 . . ? C25 C29 H29A 108.9 . . ? C25 C29 H29B 108.9 . . ? H29A C29 H29B 107.7 . . ? C30 C29 C25 113.22(14) . . ? C30 C29 H29A 108.9 . . ? C30 C29 H29B 108.9 . . ? C4 C32 H32A 109.5 . . ? C4 C32 H32B 109.5 . . ? C4 C32 H32C 109.5 . . ? H32A C32 H32B 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C22 C5 C4 118.80(12) . . ? C22 C5 C6 111.73(12) . . ? C22 C5 H5 107.5 . . ? C4 C5 H5 107.5 . . ? C6 C5 C4 103.35(11) . . ? C6 C5 H5 107.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28B 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C22 C31 H31A 109.5 . . ? C22 C31 H31B 109.5 . . ? C22 C31 H31C 109.5 . . ? H31A C31 H31B 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30B 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C10 O0AA H0AA 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O21 C9 1.2177(18) . ? O18 H18 0.8200 . ? O18 C14 1.4319(17) . ? C25 H25 0.9800 . ? C25 C24 1.504(2) . ? C25 C26 1.548(2) . ? C25 C29 1.542(2) . ? C22 H22 0.9800 . ? C22 C23 1.508(2) . ? C22 C5 1.5430(19) . ? C22 C31 1.536(2) . ? C1 C10 1.5862(19) . ? C1 C9 1.5306(19) . ? C1 C2 1.5678(19) . ? C1 C17 1.5640(19) . ? C10 H10 0.9800 . ? C10 C11 1.5465(19) . ? C10 O0AA 1.4355(17) . ? C9 C8 1.5034(19) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C15 C14 1.522(2) . ? C15 C16 1.537(2) . ? C24 H24 0.9300 . ? C24 C23 1.326(2) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 C14 1.529(2) . ? C13 C12 1.5259(19) . ? C8 H8 0.9800 . ? C8 C4 1.5609(18) . ? C8 C7 1.523(2) . ? C14 H14 0.9800 . ? C4 C3 1.527(2) . ? C4 C32 1.5364(19) . ? C4 C5 1.5545(19) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 C2 1.5441(19) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C12 H12 0.9800 . ? C12 C17 1.547(2) . ? C12 C11 1.5275(18) . ? C26 H26 0.9800 . ? C26 C27 1.528(2) . ? C26 C28 1.531(2) . ? C23 H23 0.9300 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 C7 1.5507(19) . ? C6 C5 1.553(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C17 C16 1.5350(19) . ? C17 C19 1.552(2) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 C30 1.522(2) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C5 H5 0.9800 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? O0AA H0AA 0.8200 . ? 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 O21 C9 C8 C4 -103.41(15) . . . . ? O21 C9 C8 C7 16.9(2) . . . . ? C25 C24 C23 C22 -178.81(14) . . . . ? C1 C10 C11 C12 12.25(14) . . . . ? C1 C9 C8 C4 67.60(14) . . . . ? C1 C9 C8 C7 -172.13(12) . . . . ? C1 C17 C16 C15 168.08(13) . . . . ? C10 C1 C9 O21 -127.33(14) . . . . ? C10 C1 C9 C8 61.82(15) . . . . ? C10 C1 C2 C3 -74.12(15) . . . . ? C10 C1 C17 C12 -40.65(12) . . . . ? C10 C1 C17 C16 -158.97(12) . . . . ? C10 C1 C17 C19 75.43(13) . . . . ? C9 C1 C10 C11 142.25(12) . . . . ? C9 C1 C10 O0AA 21.15(16) . . . . ? C9 C1 C2 C3 47.63(15) . . . . ? C9 C1 C17 C12 -164.61(11) . . . . ? C9 C1 C17 C16 77.07(16) . . . . ? C9 C1 C17 C19 -48.54(15) . . . . ? C9 C8 C4 C3 -63.90(14) . . . . ? C9 C8 C4 C32 57.41(15) . . . . ? C9 C8 C4 C5 173.80(11) . . . . ? C9 C8 C7 C6 -151.72(12) . . . . ? C24 C25 C26 C27 -178.98(13) . . . . ? C24 C25 C26 C28 57.80(16) . . . . ? C24 C25 C29 C30 -62.76(19) . . . . ? C13 C12 C17 C1 179.38(11) . . . . ? C13 C12 C17 C16 -56.09(15) . . . . ? C13 C12 C17 C19 63.68(15) . . . . ? C13 C12 C11 C10 -165.03(12) . . . . ? C8 C4 C3 C2 57.69(14) . . . . ? C8 C4 C5 C22 -166.41(12) . . . . ? C8 C4 C5 C6 -42.03(12) . . . . ? C14 C15 C16 C17 -57.51(16) . . . . ? C14 C13 C12 C17 56.53(15) . . . . ? C14 C13 C12 C11 177.66(13) . . . . ? C4 C8 C7 C6 -30.05(14) . . . . ? C4 C3 C2 C1 -53.22(16) . . . . ? C3 C4 C5 C22 80.68(16) . . . . ? C3 C4 C5 C6 -154.93(12) . . . . ? C2 C1 C10 C11 -101.71(12) . . . . ? C2 C1 C10 O0AA 137.19(11) . . . . ? C2 C1 C9 O21 115.06(14) . . . . ? C2 C1 C9 C8 -55.78(14) . . . . ? C2 C1 C17 C12 75.10(13) . . . . ? C2 C1 C17 C16 -43.22(17) . . . . ? C2 C1 C17 C19 -168.83(12) . . . . ? C12 C13 C14 O18 -178.27(12) . . . . ? C12 C13 C14 C15 -56.89(15) . . . . ? C12 C17 C16 C15 54.55(15) . . . . ? C26 C25 C24 C23 -124.51(17) . . . . ? C26 C25 C29 C30 174.52(14) . . . . ? C23 C22 C5 C4 171.93(13) . . . . ? C23 C22 C5 C6 51.75(16) . . . . ? C7 C8 C4 C3 167.53(11) . . . . ? C7 C8 C4 C32 -71.16(15) . . . . ? C7 C8 C4 C5 45.23(13) . . . . ? C7 C6 C5 C22 154.18(12) . . . . ? C7 C6 C5 C4 25.30(14) . . . . ? C17 C1 C10 C11 17.89(14) . . . . ? C17 C1 C10 O0AA -103.21(12) . . . . ? C17 C1 C9 O21 -9.64(19) . . . . ? C17 C1 C9 C8 179.52(11) . . . . ? C17 C1 C2 C3 173.20(12) . . . . ? C17 C12 C11 C10 -38.27(13) . . . . ? C16 C15 C14 O18 -177.39(12) . . . . ? C16 C15 C14 C13 59.02(16) . . . . ? C11 C12 C17 C1 49.27(12) . . . . ? C11 C12 C17 C16 173.81(11) . . . . ? C11 C12 C17 C19 -66.43(13) . . . . ? C29 C25 C24 C23 111.40(17) . . . . ? C29 C25 C26 C27 -56.76(17) . . . . ? C29 C25 C26 C28 -179.98(14) . . . . ? C32 C4 C3 C2 -64.18(15) . . . . ? C32 C4 C5 C22 -48.61(18) . . . . ? C32 C4 C5 C6 75.77(14) . . . . ? C5 C22 C23 C24 -115.82(16) . . . . ? C5 C4 C3 C2 166.98(11) . . . . ? C5 C6 C7 C8 2.77(15) . . . . ? C31 C22 C23 C24 119.44(17) . . . . ? C31 C22 C5 C4 -65.02(17) . . . . ? C31 C22 C5 C6 174.80(13) . . . . ? C19 C17 C16 C15 -65.96(15) . . . . ? O0AA C10 C11 C12 135.43(12) . . . . ?