#------------------------------------------------------------------------------ #$Date: 2016-05-12 09:27:38 +0300 (Thu, 12 May 2016) $ #$Revision: 182901 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/52/7225212.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_7225212 loop_ _publ_author_name 'Liu, Hong-Xin' 'Chen, Kai' 'Tang, Gui-Hua' 'Yuan, Yun-Fei' 'Tan, Haibo' 'Qiu, SX' _publ_section_title ; Isolation and Biomimetic Total Synthesis of Tomentodiones A-B, Terpenoid-conjugated Phloroglucinols from the Leaves of Rhodomyrtus tomentosa ; _journal_name_full 'RSC Adv.' _journal_paper_doi 10.1039/C6RA08776K _journal_year 2016 _chemical_absolute_configuration unk _chemical_formula_moiety 'C30 H47 O3' _chemical_formula_sum 'C30 H47 O3' _chemical_formula_weight 455.68 _chemical_name_systematic ; ? ; _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' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2015-03-09 _audit_creation_method ; Olex2 1.2 (compiled 2015.01.12 svn.r3133 for OlexSys, GUI svn.r4987) ; _audit_update_record ; 2015-10-18 deposited with the CCDC. 2016-05-09 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.0146(3) _cell_length_b 10.5472(2) _cell_length_c 26.3161(5) _cell_measurement_reflns_used 8788 _cell_measurement_temperature 292.55(10) _cell_measurement_theta_max 66.7460 _cell_measurement_theta_min 3.3250 _cell_volume 2779.66(11) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET) (compiled May 22 2014,16:03:01) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET) (compiled May 22 2014,16:03:01) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET) (compiled May 22 2014,16:03:01) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2008)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_environment air _diffrn_ambient_temperature 292.55(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.5058 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_details ; 1 omega -24.00 67.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 40.6688 -38.0000 60.0000 91 2 omega 23.00 51.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -30.0000 -30.0000 28 3 omega 23.00 51.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -30.0000 30.0000 28 4 omega 19.00 76.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -45.0000 -60.0000 57 5 omega 51.00 84.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -95.0000 0.0000 33 6 omega 71.00 96.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -126.0000 -90.0000 25 7 omega 48.00 74.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -95.0000 -180.0000 26 8 omega 27.00 68.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -30.0000 -120.0000 41 9 omega 22.00 69.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -45.0000 -150.0000 47 10 omega 21.00 46.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -126.0000 -90.0000 25 11 omega 13.00 97.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 40.6688 -126.0000 30.0000 84 12 omega 21.00 90.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -126.0000 150.0000 69 13 omega 21.00 75.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -45.0000 150.0000 54 14 omega 86.00 112.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 126.0000 0.0000 26 15 omega 11.00 115.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 40.7938 57.0000 -60.0000 104 16 omega 11.00 115.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 40.7938 57.0000 60.0000 104 17 omega 11.00 115.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 40.7938 57.0000 -180.0000 104 18 omega 66.00 125.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 45.0000 90.0000 59 19 omega 66.00 168.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 45.0000 -150.0000 102 20 omega 16.00 69.00 1.0000 2.1400 omega____ theta____ kappa____ phi______ frames - 93.5000 -30.0000 90.0000 53 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.1380049000 _diffrn_orient_matrix_UB_12 0.0490545000 _diffrn_orient_matrix_UB_13 0.0168527000 _diffrn_orient_matrix_UB_21 -0.0625325000 _diffrn_orient_matrix_UB_22 0.0546040000 _diffrn_orient_matrix_UB_23 0.0487777000 _diffrn_orient_matrix_UB_31 0.0263272000 _diffrn_orient_matrix_UB_32 -0.1263292000 _diffrn_orient_matrix_UB_33 0.0276402000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_unetI/netI 0.0203 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_number 19027 _diffrn_reflns_theta_full 66.92 _diffrn_reflns_theta_max 66.92 _diffrn_reflns_theta_min 3.36 _diffrn_source 'sealed X-ray tube' _diffrn_source_type 'Enhance Ultra (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.524 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.66371 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET) (compiled May 22 2014,16:03:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.089 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1004 _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.33 _refine_diff_density_max 0.243 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.038 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.2(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 308 _refine_ls_number_reflns 4890 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0461 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0684P)^2^+0.6348P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1177 _refine_ls_wR_factor_ref 0.1232 _reflns_number_gt 4448 _reflns_number_total 4890 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL 01148A in P212121 #19 REM reset to P212121 #19 CELL 1.54184 10.0146 10.547171 26.316141 90 90 90 ZERR 4 0.00025 0.000225 0.000459 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 120 188 12 L.S. 4 PLAN 20 BOND fmap 2 MORE -1 BOND $H CONF ACTA REM REM REM WGHT 0.068400 0.634800 FVAR 6.50466 O0AA 3 -0.421727 -0.989795 -0.147229 11.00000 0.03968 0.03197 = 0.03911 -0.00247 -0.00450 0.00394 O1AA 3 -0.509933 -1.361321 -0.056766 11.00000 0.06680 0.05772 = 0.04479 0.01071 -0.00507 -0.02392 C2AA 1 -0.583736 -1.287801 -0.188559 11.00000 0.04909 0.03960 = 0.04220 -0.00430 -0.01341 0.00161 C4 1 -0.515601 -1.299855 -0.095987 11.00000 0.03834 0.03879 = 0.03410 -0.00339 0.00323 -0.00447 C5 1 -0.355036 -1.137685 -0.058949 11.00000 0.05070 0.04109 = 0.02755 -0.00247 -0.00107 -0.00693 AFIX 13 H5 2 -0.411259 -1.134617 -0.028494 11.00000 -1.20000 AFIX 0 C6 1 -0.462252 -1.111651 -0.144089 11.00000 0.03014 0.03247 = 0.03543 -0.00579 -0.00054 0.00328 O7 3 -0.611628 -1.346474 -0.226415 11.00000 0.11330 0.05257 = 0.04544 -0.00404 -0.02544 -0.01506 C8 1 -0.443110 -1.181737 -0.102092 11.00000 0.03439 0.03457 = 0.03044 -0.00573 0.00170 -0.00059 C9 1 -0.300789 -1.001631 -0.067491 11.00000 0.04746 0.03652 = 0.03156 -0.00601 -0.00187 -0.00556 AFIX 13 H9 2 -0.219426 -1.008656 -0.087990 11.00000 -1.20000 AFIX 0 C10 1 -0.520877 -1.156447 -0.193788 11.00000 0.04706 0.03819 = 0.03584 -0.00159 -0.00994 0.00551 C11 1 -0.248307 -0.773922 -0.153786 11.00000 0.05736 0.03400 = 0.05512 0.00763 -0.01473 -0.00464 AFIX 23 H11A 2 -0.279099 -0.812630 -0.185101 11.00000 -1.20000 H11B 2 -0.239044 -0.683830 -0.160299 11.00000 -1.20000 AFIX 0 C12 1 -0.358386 -0.790443 -0.114260 11.00000 0.05579 0.03104 = 0.07202 -0.00630 -0.00739 0.00646 AFIX 23 H12A 2 -0.437095 -0.747266 -0.126988 11.00000 -1.20000 H12B 2 -0.330430 -0.745705 -0.083864 11.00000 -1.20000 AFIX 0 C13 1 -0.181683 -1.303857 -0.092345 11.00000 0.04535 0.04517 = 0.05578 0.00003 -0.01535 0.00365 AFIX 13 H13 2 -0.253948 -1.348726 -0.109869 11.00000 -1.20000 AFIX 0 C14 1 -0.401644 -0.924181 -0.097988 11.00000 0.04547 0.03379 = 0.04571 -0.01242 0.00214 0.00250 C15 1 -0.242190 -1.233421 -0.047967 11.00000 0.05772 0.04254 = 0.04291 0.00503 -0.01808 -0.00977 AFIX 23 H15A 2 -0.170839 -1.188279 -0.030819 11.00000 -1.20000 H15B 2 -0.276476 -1.295849 -0.024253 11.00000 -1.20000 AFIX 0 C16 1 -0.113406 -1.220203 -0.130532 11.00000 0.04536 0.05990 = 0.05811 -0.00508 -0.00164 0.01468 AFIX 137 H16A 2 -0.177414 -1.163234 -0.145233 11.00000 -1.50000 H16B 2 -0.074694 -1.271630 -0.156779 11.00000 -1.50000 H16C 2 -0.044470 -1.172275 -0.113992 11.00000 -1.50000 AFIX 0 C17 1 -0.615835 -1.341982 -0.136831 11.00000 0.04610 0.05048 = 0.04606 -0.00378 -0.00279 -0.01205 C18 1 -0.110761 -0.825757 -0.142717 11.00000 0.05085 0.03122 = 0.04415 0.00481 -0.01228 -0.00463 AFIX 13 H18 2 -0.116488 -0.918502 -0.142139 11.00000 -1.20000 AFIX 0 C19 1 -0.628579 -1.063358 -0.213230 11.00000 0.06552 0.05057 = 0.07005 -0.00247 -0.03503 0.01151 AFIX 137 H19A 2 -0.666389 -1.095312 -0.244209 11.00000 -1.50000 H19B 2 -0.588690 -0.982052 -0.219433 11.00000 -1.50000 H19C 2 -0.697549 -1.054892 -0.188123 11.00000 -1.50000 AFIX 0 C20 1 -0.406894 -1.164396 -0.232744 11.00000 0.07556 0.05234 = 0.03138 -0.00141 0.00302 0.00067 AFIX 137 H20A 2 -0.341190 -1.224055 -0.221174 11.00000 -1.50000 H20B 2 -0.366397 -1.082430 -0.236497 11.00000 -1.50000 H20C 2 -0.441879 -1.191669 -0.264901 11.00000 -1.50000 AFIX 0 C21 1 -0.260629 -0.946172 -0.015343 11.00000 0.07625 0.05045 = 0.03623 -0.01185 -0.00047 -0.01707 AFIX 23 H21A 2 -0.341494 -0.918193 0.001565 11.00000 -1.20000 H21B 2 -0.223515 -1.014537 0.004866 11.00000 -1.20000 AFIX 0 C22 1 0.009297 -0.787743 -0.177200 11.00000 0.05527 0.05187 = 0.05833 0.01759 -0.00798 -0.00777 C23 1 -0.036695 -0.852890 -0.045788 11.00000 0.07867 0.05597 = 0.05208 0.00958 -0.02773 -0.03411 C24 1 -0.027802 -0.782442 -0.095589 11.00000 0.06481 0.04616 = 0.05478 0.01065 -0.02292 -0.02054 AFIX 13 H24 2 -0.045882 -0.692483 -0.089301 11.00000 -1.20000 AFIX 0 C25 1 -0.537066 -0.914386 -0.071469 11.00000 0.05366 0.05162 = 0.07215 -0.01911 0.01504 0.00622 AFIX 137 H25A 2 -0.602508 -0.883444 -0.095065 11.00000 -1.50000 H25B 2 -0.530355 -0.856983 -0.043275 11.00000 -1.50000 H25C 2 -0.563379 -0.996580 -0.059415 11.00000 -1.50000 AFIX 0 C26 1 0.097507 -0.793230 -0.129291 11.00000 0.05529 0.07346 = 0.07739 0.02572 -0.01999 -0.02131 AFIX 23 H26A 2 0.157999 -0.721859 -0.126055 11.00000 -1.20000 H26B 2 0.144908 -0.872825 -0.125342 11.00000 -1.20000 AFIX 0 C27 1 0.000225 -0.653647 -0.198949 11.00000 0.07698 0.05826 = 0.06756 0.02344 -0.00940 -0.02132 AFIX 137 H27A 2 -0.067445 -0.651054 -0.224766 11.00000 -1.50000 H27B 2 0.084691 -0.630353 -0.213454 11.00000 -1.50000 H27C 2 -0.022269 -0.595311 -0.172288 11.00000 -1.50000 AFIX 0 C28 1 -0.160863 -0.835823 -0.014376 11.00000 0.11025 0.05625 = 0.04228 -0.01107 -0.01494 -0.03279 AFIX 23 H28A 2 -0.206407 -0.760038 -0.026024 11.00000 -1.20000 H28B 2 -0.134317 -0.821343 0.020594 11.00000 -1.20000 AFIX 0 C29 1 -0.751340 -1.285786 -0.120038 11.00000 0.03667 0.16075 = 0.08779 -0.00178 0.00543 -0.00127 AFIX 137 H29A 2 -0.745507 -1.194944 -0.119532 11.00000 -1.50000 H29B 2 -0.773091 -1.316083 -0.086649 11.00000 -1.50000 H29C 2 -0.819598 -1.311421 -0.143500 11.00000 -1.50000 AFIX 0 C30 1 -0.084804 -1.403231 -0.071693 11.00000 0.07259 0.06131 = 0.08585 0.01265 -0.01401 0.01870 AFIX 137 H30A 2 -0.015337 -1.361933 -0.052774 11.00000 -1.50000 H30B 2 -0.046181 -1.449454 -0.099470 11.00000 -1.50000 H30C 2 -0.132035 -1.460735 -0.049863 11.00000 -1.50000 AFIX 0 C1 1 0.040169 -0.880793 -0.218999 11.00000 0.08303 0.07399 = 0.07525 0.00828 0.01790 0.00002 AFIX 137 H1A 2 0.047272 -0.964521 -0.204951 11.00000 -1.50000 H1B 2 0.123056 -0.858085 -0.234905 11.00000 -1.50000 H1C 2 -0.030147 -0.879079 -0.243784 11.00000 -1.50000 AFIX 0 C2 1 -0.624629 -1.485125 -0.138732 11.00000 0.13372 0.05785 = 0.05198 0.00102 -0.01274 -0.04655 AFIX 137 H2A 2 -0.694881 -1.509760 -0.161504 11.00000 -1.50000 H2B 2 -0.643254 -1.517262 -0.105346 11.00000 -1.50000 H2C 2 -0.541330 -1.519169 -0.150553 11.00000 -1.50000 AFIX 0 C3 1 0.062246 -0.924606 -0.028994 11.00000 0.09018 0.09955 = 0.08649 0.04750 -0.04739 -0.04109 AFIX 137 H3A 2 0.083934 -0.987306 -0.054116 11.00000 -1.50000 H3B 2 0.035502 -0.965911 0.001879 11.00000 -1.50000 H3C 2 0.139117 -0.872654 -0.022553 11.00000 -1.50000 HKLF 4 REM 01148A in P212121 #19 REM R1 = 0.0461 for 4448 Fo > 4sig(Fo) and 0.0514 for all 4890 data REM 308 parameters refined using 0 restraints END WGHT 0.0684 0.6348 REM Highest difference peak 0.243, deepest hole -0.227, 1-sigma level 0.038 Q1 1 -0.1989 -1.3543 -0.0285 11.00000 0.05 0.24 Q2 1 -0.4256 -1.4468 -0.1619 11.00000 0.05 0.17 Q3 1 -0.1864 -1.2318 -0.0725 11.00000 0.05 0.17 Q4 1 0.0898 -0.7126 -0.1112 11.00000 0.05 0.14 Q5 1 -0.0978 -0.6561 -0.2340 11.00000 0.05 0.11 Q6 1 -0.5990 -1.3055 -0.1618 11.00000 0.05 0.11 Q7 1 -0.1109 -1.1712 -0.2064 11.00000 0.05 0.11 Q8 1 0.1723 -0.9532 -0.0598 11.00000 0.05 0.11 Q9 1 -0.1820 -1.0457 -0.0104 11.00000 0.05 0.11 Q10 1 0.0380 -0.7856 -0.2139 11.00000 0.05 0.11 Q11 1 0.2405 -0.9025 -0.2332 11.00000 0.05 0.10 Q12 1 -0.4868 -1.1410 -0.1692 11.00000 0.05 0.10 Q13 1 -0.4220 -0.9463 -0.1219 11.00000 0.05 0.10 Q14 1 -0.4577 -1.4222 -0.0747 11.00000 0.05 0.10 Q15 1 -0.0360 -1.1550 -0.0649 11.00000 0.05 0.10 Q16 1 -0.7265 -1.4999 -0.1749 11.00000 0.05 0.10 Q17 1 0.1657 -0.8917 -0.2402 11.00000 0.05 0.09 Q18 1 -0.3119 -1.5206 -0.0599 11.00000 0.05 0.09 Q19 1 -0.6786 -1.0411 -0.0272 11.00000 0.05 0.09 Q20 1 -0.2912 -0.7128 -0.2190 11.00000 0.05 0.09 REM The information below was added by Olex2. REM REM R1 = 0.0461 for 4448 Fo > 4sig(Fo) and 0.0514 for all 19094 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.24, deepest hole -0.23 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0514 REM R1_gt = 0.0461 REM wR_ref = 0.1232 REM GOOF = 1.024 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 19094 REM Reflections_gt = 4448 REM Parameters = n/a REM Hole = -0.23 REM Peak = 0.24 REM Flack = 0.2(3) ; _cod_data_source_file c6ra08776k2.cif _cod_data_source_block 01148a _cod_original_cell_volume 2779.66(10) _cod_database_code 7225212 _chemical_oxdiff_formula 'C20 H20 O6' _chemical_oxdiff_usercomment 'tn28 block colorless 0.42 0.39 0.33 150K' _reflns_odcompleteness_completeness 99.96 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 64.99 _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 2.a Ternary CH refined with riding coordinates: C5(H5), C9(H9), C13(H13), C18(H18), C24(H24) 2.b Secondary CH2 refined with riding coordinates: C11(H11A,H11B), C12(H12A,H12B), C15(H15A,H15B), C21(H21A,H21B), C26(H26A, H26B), C28(H28A,H28B) 2.c Idealised Me refined as rotating group: C16(H16A,H16B,H16C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C25(H25A,H25B, H25C), C27(H27A,H27B,H27C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C1(H1A, H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, -y, z+1/2' 3 'x+1/2, -y+1/2, -z' 4 '-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_calc_flag _atom_site_refinement_flags_posn O0AA O -0.42173(13) -0.98980(12) -0.14723(5) 0.0369(3) Uani 1 d . O1AA O -0.50993(17) -1.36132(15) -0.05677(5) 0.0564(4) Uani 1 d . C2AA C -0.5837(2) -1.2878(2) -0.18856(8) 0.0436(5) Uani 1 d . C4 C -0.51560(19) -1.29986(18) -0.09599(7) 0.0371(4) Uani 1 d . C5 C -0.3550(2) -1.13768(19) -0.05895(7) 0.0398(4) Uani 1 d . H5 H -0.4113 -1.1346 -0.0285 0.048 Uiso 1 calc R C6 C -0.46225(18) -1.11165(17) -0.14409(7) 0.0327(4) Uani 1 d . O7 O -0.6116(2) -1.34647(16) -0.22642(6) 0.0704(6) Uani 1 d . C8 C -0.44311(19) -1.18174(17) -0.10209(6) 0.0331(4) Uani 1 d . C9 C -0.3008(2) -1.00163(19) -0.06749(7) 0.0385(4) Uani 1 d . H9 H -0.2194 -1.0087 -0.0880 0.046 Uiso 1 calc R C10 C -0.5209(2) -1.15645(19) -0.19379(7) 0.0404(5) Uani 1 d . C11 C -0.2483(2) -0.7739(2) -0.15379(9) 0.0488(5) Uani 1 d . H11A H -0.2791 -0.8126 -0.1851 0.059 Uiso 1 calc R H11B H -0.2390 -0.6838 -0.1603 0.059 Uiso 1 calc R C12 C -0.3584(2) -0.7904(2) -0.11426(10) 0.0530(6) Uani 1 d . H12A H -0.4371 -0.7473 -0.1270 0.064 Uiso 1 calc R H12B H -0.3304 -0.7457 -0.0839 0.064 Uiso 1 calc R C13 C -0.1817(2) -1.3039(2) -0.09234(9) 0.0488(5) Uani 1 d . H13 H -0.2539 -1.3487 -0.1099 0.059 Uiso 1 calc R C14 C -0.4016(2) -0.92418(18) -0.09799(8) 0.0417(5) Uani 1 d . C15 C -0.2422(2) -1.2334(2) -0.04797(8) 0.0477(5) Uani 1 d . H15A H -0.1708 -1.1883 -0.0308 0.057 Uiso 1 calc R H15B H -0.2765 -1.2958 -0.0243 0.057 Uiso 1 calc R C16 C -0.1134(2) -1.2202(2) -0.13053(9) 0.0545(6) Uani 1 d . H16A H -0.1774 -1.1632 -0.1452 0.082 Uiso 1 calc GR H16B H -0.0747 -1.2716 -0.1568 0.082 Uiso 1 calc GR H16C H -0.0445 -1.1723 -0.1140 0.082 Uiso 1 calc GR C17 C -0.6158(2) -1.3420(2) -0.13683(8) 0.0475(5) Uani 1 d . C18 C -0.1108(2) -0.82576(18) -0.14272(7) 0.0421(5) Uani 1 d . H18 H -0.1165 -0.9185 -0.1421 0.050 Uiso 1 calc R C19 C -0.6286(3) -1.0634(2) -0.21323(10) 0.0620(7) Uani 1 d . H19A H -0.6664 -1.0953 -0.2442 0.093 Uiso 1 calc GR H19B H -0.5887 -0.9821 -0.2194 0.093 Uiso 1 calc GR H19C H -0.6975 -1.0549 -0.1881 0.093 Uiso 1 calc GR C20 C -0.4069(3) -1.1644(2) -0.23274(7) 0.0531(6) Uani 1 d . H20A H -0.3412 -1.2241 -0.2212 0.080 Uiso 1 calc GR H20B H -0.3664 -1.0824 -0.2365 0.080 Uiso 1 calc GR H20C H -0.4419 -1.1917 -0.2649 0.080 Uiso 1 calc GR C21 C -0.2606(3) -0.9462(2) -0.01534(8) 0.0543(6) Uani 1 d . H21A H -0.3415 -0.9182 0.0016 0.065 Uiso 1 calc R H21B H -0.2235 -1.0145 0.0049 0.065 Uiso 1 calc R C22 C 0.0093(3) -0.7877(2) -0.17720(9) 0.0552(6) Uani 1 d . C23 C -0.0367(3) -0.8529(2) -0.04579(9) 0.0622(7) Uani 1 d . C24 C -0.0278(3) -0.7824(2) -0.09559(9) 0.0552(6) Uani 1 d . H24 H -0.0459 -0.6925 -0.0893 0.066 Uiso 1 calc R C25 C -0.5371(2) -0.9144(2) -0.07147(10) 0.0591(6) Uani 1 d . H25A H -0.6025 -0.8834 -0.0951 0.089 Uiso 1 calc GR H25B H -0.5304 -0.8570 -0.0433 0.089 Uiso 1 calc GR H25C H -0.5634 -0.9966 -0.0594 0.089 Uiso 1 calc GR C26 C 0.0975(3) -0.7932(3) -0.12929(10) 0.0687(8) Uani 1 d . H26A H 0.1580 -0.7219 -0.1261 0.082 Uiso 1 calc R H26B H 0.1449 -0.8728 -0.1253 0.082 Uiso 1 calc R C27 C 0.0002(3) -0.6536(2) -0.19895(10) 0.0676(7) Uani 1 d . H27A H -0.0674 -0.6511 -0.2248 0.101 Uiso 1 calc GR H27B H 0.0847 -0.6304 -0.2135 0.101 Uiso 1 calc GR H27C H -0.0223 -0.5953 -0.1723 0.101 Uiso 1 calc GR C28 C -0.1609(3) -0.8358(2) -0.01438(9) 0.0696(8) Uani 1 d . H28A H -0.2064 -0.7600 -0.0260 0.084 Uiso 1 calc R H28B H -0.1343 -0.8213 0.0206 0.084 Uiso 1 calc R C29 C -0.7513(3) -1.2858(4) -0.12004(13) 0.0951(11) Uani 1 d . H29A H -0.7455 -1.1949 -0.1195 0.143 Uiso 1 calc GR H29B H -0.7731 -1.3161 -0.0866 0.143 Uiso 1 calc GR H29C H -0.8196 -1.3114 -0.1435 0.143 Uiso 1 calc GR C30 C -0.0848(3) -1.4032(3) -0.07169(12) 0.0732(8) Uani 1 d . H30A H -0.0153 -1.3619 -0.0528 0.110 Uiso 1 calc GR H30B H -0.0462 -1.4495 -0.0995 0.110 Uiso 1 calc GR H30C H -0.1320 -1.4607 -0.0499 0.110 Uiso 1 calc GR C1 C 0.0402(3) -0.8808(3) -0.21900(11) 0.0774(8) Uani 1 d . H1A H 0.0473 -0.9645 -0.2050 0.116 Uiso 1 calc GR H1B H 0.1231 -0.8581 -0.2349 0.116 Uiso 1 calc GR H1C H -0.0301 -0.8791 -0.2438 0.116 Uiso 1 calc GR C2 C -0.6246(4) -1.4851(3) -0.13873(10) 0.0812(10) Uani 1 d . H2A H -0.6949 -1.5098 -0.1615 0.122 Uiso 1 calc GR H2B H -0.6433 -1.5173 -0.1053 0.122 Uiso 1 calc GR H2C H -0.5413 -1.5192 -0.1506 0.122 Uiso 1 calc GR C3 C 0.0622(3) -0.9246(3) -0.02899(12) 0.0921(12) Uani 1 d . H3A H 0.0839 -0.9873 -0.0541 0.138 Uiso 1 calc GR H3B H 0.0355 -0.9659 0.0019 0.138 Uiso 1 calc GR H3C H 0.1391 -0.8727 -0.0226 0.138 Uiso 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 O0AA 0.0397(7) 0.0320(7) 0.0391(6) -0.0025(6) -0.0045(6) 0.0039(6) O1AA 0.0668(10) 0.0577(9) 0.0448(8) 0.0107(7) -0.0051(7) -0.0239(8) C2AA 0.0491(12) 0.0396(11) 0.0422(10) -0.0043(9) -0.0134(9) 0.0016(9) C4 0.0383(10) 0.0388(10) 0.0341(9) -0.0034(8) 0.0032(8) -0.0045(8) C5 0.0507(12) 0.0411(11) 0.0275(8) -0.0025(8) -0.0011(8) -0.0069(9) C6 0.0301(9) 0.0325(9) 0.0354(9) -0.0058(7) -0.0005(7) 0.0033(7) O7 0.1133(16) 0.0526(10) 0.0454(8) -0.0040(7) -0.0254(9) -0.0151(10) C8 0.0344(10) 0.0346(9) 0.0304(8) -0.0057(7) 0.0017(7) -0.0006(8) C9 0.0475(11) 0.0365(10) 0.0316(9) -0.0060(8) -0.0019(8) -0.0056(9) C10 0.0471(11) 0.0382(11) 0.0358(9) -0.0016(8) -0.0099(8) 0.0055(9) C11 0.0574(13) 0.0340(10) 0.0551(12) 0.0076(9) -0.0147(11) -0.0046(10) C12 0.0558(13) 0.0310(11) 0.0720(14) -0.0063(10) -0.0074(12) 0.0065(10) C13 0.0454(12) 0.0452(12) 0.0558(12) 0.0000(10) -0.0154(10) 0.0037(10) C14 0.0455(11) 0.0338(10) 0.0457(11) -0.0124(9) 0.0021(9) 0.0025(8) C15 0.0577(14) 0.0425(12) 0.0429(11) 0.0050(9) -0.0181(10) -0.0098(10) C16 0.0454(13) 0.0599(14) 0.0581(13) -0.0051(11) -0.0016(10) 0.0147(11) C17 0.0461(12) 0.0505(12) 0.0461(11) -0.0038(10) -0.0028(9) -0.0121(10) C18 0.0509(12) 0.0312(9) 0.0442(10) 0.0048(8) -0.0123(9) -0.0046(9) C19 0.0655(16) 0.0506(13) 0.0701(15) -0.0025(12) -0.0350(13) 0.0115(12) C20 0.0756(16) 0.0523(13) 0.0314(9) -0.0014(9) 0.0030(10) 0.0007(12) C21 0.0762(17) 0.0505(13) 0.0362(10) -0.0118(10) -0.0005(11) -0.0171(12) C22 0.0553(14) 0.0519(13) 0.0583(13) 0.0176(11) -0.0080(11) -0.0078(11) C23 0.0787(18) 0.0560(14) 0.0521(12) 0.0096(11) -0.0277(13) -0.0341(13) C24 0.0648(15) 0.0462(12) 0.0548(12) 0.0107(10) -0.0229(11) -0.0205(11) C25 0.0537(14) 0.0516(13) 0.0721(15) -0.0191(12) 0.0150(12) 0.0062(11) C26 0.0553(15) 0.0735(17) 0.0774(17) 0.0257(14) -0.0200(13) -0.0213(13) C27 0.0770(18) 0.0583(15) 0.0676(15) 0.0234(12) -0.0094(14) -0.0213(14) C28 0.110(2) 0.0562(15) 0.0423(11) -0.0111(11) -0.0149(14) -0.0328(15) C29 0.0367(14) 0.161(3) 0.088(2) -0.002(2) 0.0054(14) -0.0013(18) C30 0.0726(18) 0.0613(16) 0.0859(18) 0.0126(14) -0.0140(15) 0.0187(14) C1 0.083(2) 0.0740(18) 0.0752(17) 0.0083(14) 0.0179(16) 0.0000(16) C2 0.134(3) 0.0579(15) 0.0520(13) 0.0010(12) -0.0127(16) -0.0465(18) C3 0.090(2) 0.100(2) 0.086(2) 0.0475(19) -0.0474(18) -0.0411(19) 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 C6 O0AA C14 115.56(14) O7 C2AA C10 119.11(19) O7 C2AA C17 120.07(19) C17 C2AA C10 120.78(17) O1AA C4 C8 121.78(17) O1AA C4 C17 117.94(18) C8 C4 C17 119.85(17) C8 C5 H5 106.8 C8 C5 C9 112.34(15) C8 C5 C15 111.54(16) C9 C5 H5 106.8 C15 C5 H5 106.8 C15 C5 C9 112.10(17) O0AA C6 C10 111.21(15) C8 C6 O0AA 122.09(16) C8 C6 C10 126.59(16) C4 C8 C5 118.23(16) C6 C8 C4 119.49(16) C6 C8 C5 122.16(16) C5 C9 H9 107.5 C14 C9 C5 109.85(16) C14 C9 H9 107.5 C14 C9 C21 115.88(18) C21 C9 C5 108.22(16) C21 C9 H9 107.5 C2AA C10 C19 108.56(18) C2AA C10 C20 108.46(17) C6 C10 C2AA 111.47(16) C6 C10 C19 111.06(16) C6 C10 C20 107.83(17) C20 C10 C19 109.40(19) H11A C11 H11B 107.0 C12 C11 H11A 107.5 C12 C11 H11B 107.5 C18 C11 H11A 107.5 C18 C11 H11B 107.5 C18 C11 C12 119.09(18) C11 C12 H12A 107.3 C11 C12 H12B 107.3 C11 C12 C14 119.91(18) H12A C12 H12B 106.9 C14 C12 H12A 107.3 C14 C12 H12B 107.3 C15 C13 H13 107.8 C15 C13 C30 108.5(2) C16 C13 H13 107.8 C16 C13 C15 114.26(19) C16 C13 C30 110.6(2) C30 C13 H13 107.8 O0AA C14 C9 107.42(14) O0AA C14 C12 102.89(16) O0AA C14 C25 108.07(17) C9 C14 C12 116.82(18) C9 C14 C25 112.52(19) C25 C14 C12 108.38(18) C5 C15 H15A 107.8 C5 C15 H15B 107.8 C13 C15 C5 118.09(16) C13 C15 H15A 107.8 C13 C15 H15B 107.8 H15A C15 H15B 107.1 C13 C16 H16A 109.5 C13 C16 H16B 109.5 C13 C16 H16C 109.5 H16A C16 H16B 109.5 H16A C16 H16C 109.5 H16B C16 H16C 109.5 C2AA C17 C4 112.45(17) C2AA C17 C29 107.4(2) C2AA C17 C2 111.10(19) C4 C17 C29 105.23(19) C2 C17 C4 110.5(2) C2 C17 C29 109.9(3) C11 C18 H18 108.1 C11 C18 C22 119.87(17) C11 C18 C24 122.18(19) C22 C18 H18 108.1 C22 C18 C24 88.67(17) C24 C18 H18 108.1 C10 C19 H19A 109.5 C10 C19 H19B 109.5 C10 C19 H19C 109.5 H19A C19 H19B 109.5 H19A C19 H19C 109.5 H19B C19 H19C 109.5 C10 C20 H20A 109.5 C10 C20 H20B 109.5 C10 C20 H20C 109.5 H20A C20 H20B 109.5 H20A C20 H20C 109.5 H20B C20 H20C 109.5 C9 C21 H21A 107.8 C9 C21 H21B 107.8 H21A C21 H21B 107.1 C28 C21 C9 118.13(18) C28 C21 H21A 107.8 C28 C21 H21B 107.8 C26 C22 C18 87.49(17) C27 C22 C18 114.2(2) C27 C22 C26 112.0(2) C1 C22 C18 114.6(2) C1 C22 C26 117.1(2) C1 C22 C27 110.0(2) C28 C23 C24 117.9(2) C3 C23 C24 121.8(3) C3 C23 C28 120.3(2) C18 C24 H24 108.6 C23 C24 C18 120.96(17) C23 C24 H24 108.6 C23 C24 C26 120.8(2) C26 C24 C18 87.39(18) C26 C24 H24 108.6 C14 C25 H25A 109.5 C14 C25 H25B 109.5 C14 C25 H25C 109.5 H25A C25 H25B 109.5 H25A C25 H25C 109.5 H25B C25 H25C 109.5 C22 C26 C24 90.07(18) C22 C26 H26A 113.6 C22 C26 H26B 113.6 C24 C26 H26A 113.6 C24 C26 H26B 113.6 H26A C26 H26B 110.9 C22 C27 H27A 109.5 C22 C27 H27B 109.5 C22 C27 H27C 109.5 H27A C27 H27B 109.5 H27A C27 H27C 109.5 H27B C27 H27C 109.5 C21 C28 H28A 108.3 C21 C28 H28B 108.3 C23 C28 C21 116.0(2) C23 C28 H28A 108.3 C23 C28 H28B 108.3 H28A C28 H28B 107.4 C17 C29 H29A 109.5 C17 C29 H29B 109.5 C17 C29 H29C 109.5 H29A C29 H29B 109.5 H29A C29 H29C 109.5 H29B C29 H29C 109.5 C13 C30 H30A 109.5 C13 C30 H30B 109.5 C13 C30 H30C 109.5 H30A C30 H30B 109.5 H30A C30 H30C 109.5 H30B C30 H30C 109.5 C22 C1 H1A 109.5 C22 C1 H1B 109.5 C22 C1 H1C 109.5 H1A C1 H1B 109.5 H1A C1 H1C 109.5 H1B C1 H1C 109.5 C17 C2 H2A 109.5 C17 C2 H2B 109.5 C17 C2 H2C 109.5 H2A C2 H2B 109.5 H2A C2 H2C 109.5 H2B C2 H2C 109.5 C23 C3 H3A 109.5 C23 C3 H3B 109.5 C23 C3 H3C 109.5 H3A C3 H3B 109.5 H3A C3 H3C 109.5 H3B C3 H3C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O0AA C6 1.350(2) O0AA C14 1.483(2) O1AA C4 1.220(2) C2AA O7 1.206(2) C2AA C10 1.528(3) C2AA C17 1.511(3) C4 C8 1.451(3) C4 C17 1.536(3) C5 H5 0.9800 C5 C8 1.511(2) C5 C9 1.551(3) C5 C15 1.543(3) C6 C8 1.343(3) C6 C10 1.509(2) C9 H9 0.9800 C9 C14 1.527(3) C9 C21 1.545(3) C10 C19 1.546(3) C10 C20 1.537(3) C11 H11A 0.9700 C11 H11B 0.9700 C11 C12 1.526(3) C11 C18 1.510(3) C12 H12A 0.9700 C12 H12B 0.9700 C12 C14 1.536(3) C13 H13 0.9800 C13 C15 1.511(3) C13 C16 1.502(3) C13 C30 1.528(3) C14 C25 1.529(3) C15 H15A 0.9700 C15 H15B 0.9700 C16 H16A 0.9600 C16 H16B 0.9600 C16 H16C 0.9600 C17 C29 1.545(4) C17 C2 1.513(3) C18 H18 0.9800 C18 C22 1.559(3) C18 C24 1.561(3) C19 H19A 0.9600 C19 H19B 0.9600 C19 H19C 0.9600 C20 H20A 0.9600 C20 H20B 0.9600 C20 H20C 0.9600 C21 H21A 0.9700 C21 H21B 0.9700 C21 C28 1.534(3) C22 C26 1.541(3) C22 C27 1.528(3) C22 C1 1.506(4) C23 C24 1.509(3) C23 C28 1.504(4) C23 C3 1.323(4) C24 H24 0.9800 C24 C26 1.541(4) C25 H25A 0.9600 C25 H25B 0.9600 C25 H25C 0.9600 C26 H26A 0.9700 C26 H26B 0.9700 C27 H27A 0.9600 C27 H27B 0.9600 C27 H27C 0.9600 C28 H28A 0.9700 C28 H28B 0.9700 C29 H29A 0.9600 C29 H29B 0.9600 C29 H29C 0.9600 C30 H30A 0.9600 C30 H30B 0.9600 C30 H30C 0.9600 C1 H1A 0.9600 C1 H1B 0.9600 C1 H1C 0.9600 C2 H2A 0.9600 C2 H2B 0.9600 C2 H2C 0.9600 C3 H3A 0.9600 C3 H3B 0.9600 C3 H3C 0.9600 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 O0AA C6 C8 C4 165.19(17) O0AA C6 C8 C5 -10.6(3) O0AA C6 C10 C2AA -172.39(16) O0AA C6 C10 C19 -51.2(2) O0AA C6 C10 C20 68.7(2) O1AA C4 C8 C5 2.2(3) O1AA C4 C8 C6 -173.84(19) O1AA C4 C17 C2AA -161.5(2) O1AA C4 C17 C29 81.9(3) O1AA C4 C17 C2 -36.7(3) C5 C9 C14 O0AA -59.59(19) C5 C9 C14 C12 -174.46(17) C5 C9 C14 C25 59.2(2) C5 C9 C21 C28 158.7(2) C6 O0AA C14 C9 56.8(2) C6 O0AA C14 C12 -179.39(16) C6 O0AA C14 C25 -64.9(2) O7 C2AA C10 C6 -165.9(2) O7 C2AA C10 C19 71.4(3) O7 C2AA C10 C20 -47.4(3) O7 C2AA C17 C4 149.1(2) O7 C2AA C17 C29 -95.5(3) O7 C2AA C17 C2 24.7(3) C8 C4 C17 C2AA 25.9(3) C8 C4 C17 C29 -90.7(3) C8 C4 C17 C2 150.6(2) C8 C5 C9 C14 31.0(2) C8 C5 C9 C21 158.41(18) C8 C5 C15 C13 35.2(3) C8 C6 C10 C2AA 11.4(3) C8 C6 C10 C19 132.6(2) C8 C6 C10 C20 -107.5(2) C9 C5 C8 C4 -171.57(16) C9 C5 C8 C6 4.3(3) C9 C5 C15 C13 -91.8(2) C9 C21 C28 C23 -48.5(3) C10 C2AA C17 C4 -33.3(3) C10 C2AA C17 C29 82.0(3) C10 C2AA C17 C2 -157.7(2) C10 C6 C8 C4 -19.0(3) C10 C6 C8 C5 165.18(18) C11 C12 C14 O0AA -48.9(3) C11 C12 C14 C9 68.5(3) C11 C12 C14 C25 -163.2(2) C11 C18 C22 C26 145.8(2) C11 C18 C22 C27 32.7(3) C11 C18 C22 C1 -95.5(3) C11 C18 C24 C23 91.4(3) C11 C18 C24 C26 -143.9(2) C12 C11 C18 C22 -168.10(19) C12 C11 C18 C24 -58.8(3) C14 O0AA C6 C8 -21.6(2) C14 O0AA C6 C10 162.03(16) C14 C9 C21 C28 -77.5(3) C15 C5 C8 C4 61.6(2) C15 C5 C8 C6 -122.52(19) C15 C5 C9 C14 157.54(16) C15 C5 C9 C21 -75.1(2) C16 C13 C15 C5 62.6(3) C17 C2AA C10 C6 16.5(3) C17 C2AA C10 C19 -106.2(2) C17 C2AA C10 C20 135.0(2) C17 C4 C8 C5 174.49(18) C17 C4 C8 C6 -1.5(3) C18 C11 C12 C14 -60.6(3) C18 C22 C26 C24 -19.07(18) C18 C24 C26 C22 19.04(17) C21 C9 C14 O0AA 177.41(16) C21 C9 C14 C12 62.5(2) C21 C9 C14 C25 -63.8(2) C22 C18 C24 C23 -143.6(3) C22 C18 C24 C26 -18.82(17) C23 C24 C26 C22 143.9(2) C24 C18 C22 C26 18.82(19) C24 C18 C22 C27 -94.3(2) C24 C18 C22 C1 137.6(2) C24 C23 C28 C21 104.0(3) C27 C22 C26 C24 96.1(2) C28 C23 C24 C18 -74.0(3) C28 C23 C24 C26 178.8(2) C30 C13 C15 C5 -173.5(2) C1 C22 C26 C24 -135.5(2) C3 C23 C24 C18 108.0(3) C3 C23 C24 C26 0.8(4) C3 C23 C28 C21 -78.0(3)