#------------------------------------------------------------------------------ #$Date: 2021-08-15 00:57:40 +0300 (Sun, 15 Aug 2021) $ #$Revision: 268080 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/88/7128812.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_7128812 loop_ _publ_author_name 'Mondal, Atanu' 'S, Shivangi' 'Tung, Pinku' 'Wagulde, Siddhant' 'Ramasastry, S. S. V.' _publ_section_title ; Annulative Morita-Baylis-Hillman reaction to synthesise chiral dibenzocycloheptanes ; _journal_name_full 'Chemical Communications' _journal_paper_doi 10.1039/D1CC02765D _journal_year 2021 _chemical_formula_moiety 'C29 H26 O2' _chemical_formula_sum 'C29 H26 O2' _chemical_formula_weight 406.50 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2021-04-27 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2021-04-27 deposited with the CCDC. 2021-08-13 downloaded from the CCDC. ; _cell_angle_alpha 87.619(5) _cell_angle_beta 87.821(4) _cell_angle_gamma 72.126(5) _cell_formula_units_Z 2 _cell_length_a 9.1696(5) _cell_length_b 10.6774(7) _cell_length_c 12.2477(7) _cell_measurement_reflns_used 4735 _cell_measurement_temperature 298.0(2) _cell_measurement_theta_max 29.0860 _cell_measurement_theta_min 2.9730 _cell_volume 1139.88(12) _computing_cell_refinement 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_data_collection 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_data_reduction 'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'olex2.refine (Bourhis et al., 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 298.0(2) _diffrn_detector 'CCD plate' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.939 _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 -69.00 118.20 0.30 7.00 -- 29.89 54.00-180.00 624 2 \w -69.00 118.20 0.30 7.00 -- 29.89 54.00 0.00 624 3 \w -69.00 118.20 0.30 7.00 -- 29.89 54.00 0.00 624 4 \w -69.00 118.20 0.30 7.00 -- 29.89 54.00 -60.00 624 5 \w -69.00 62.10 0.30 7.00 -- 29.89 54.00 90.00 437 ; _diffrn_measurement_device 'two-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Mini (ROW)' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0646270000 _diffrn_orient_matrix_UB_12 -0.0226469000 _diffrn_orient_matrix_UB_13 0.0337721000 _diffrn_orient_matrix_UB_21 -0.0254268000 _diffrn_orient_matrix_UB_22 -0.0535607000 _diffrn_orient_matrix_UB_23 0.0191774000 _diffrn_orient_matrix_UB_31 0.0422777000 _diffrn_orient_matrix_UB_32 -0.0386664000 _diffrn_orient_matrix_UB_33 -0.0430553000 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0512 _diffrn_reflns_av_unetI/netI 0.0449 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.939 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 25197 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.939 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 32.765 _diffrn_reflns_theta_min 2.566 _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Rigaku (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.71793 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020) 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 1.184 _exptl_crystal_description block _exptl_crystal_F_000 432 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.3 _refine_diff_density_max 0.586 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.058 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 283 _refine_ls_number_reflns 7910 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.040 _refine_ls_R_factor_all 0.1208 _refine_ls_R_factor_gt 0.0799 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1574P)^2^+0.0512P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2234 _refine_ls_wR_factor_ref 0.2854 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4487 _reflns_number_total 7910 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; am0605.res created by SHELXL-2014/7 TITL am0605_a.res in P-1 REM Old TITL AM0605 in P1 #1 REM SHELXT solution in P-1 REM R1 0.194, Rweak 0.004, Alpha 0.024, Orientation as input REM Formula found by SHELXT: C29 O2 CELL 0.71073 9.1696 10.6774 12.2477 87.619 87.821 72.126 ZERR 2 0.0005 0.0007 0.0007 0.005 0.004 0.005 LATT 1 SFAC C H O UNIT 58 52 4 L.S. 10 PLAN 20 SIZE 0.3 0.35 0.4 TEMP 24.9(2) BOND $H list 4 fmap 2 53 ACTA OMIT -10 -9 3 REM REM REM WGHT 0.157400 0.051200 FVAR 1.00728 O1 3 0.937728 0.433478 0.657308 11.00000 0.06788 0.05894 = 0.05350 -0.01692 0.00895 -0.01538 O2 3 0.455104 0.638800 0.830371 11.00000 0.04696 0.08152 = 0.06551 -0.00716 0.00244 -0.02827 C14 1 0.878881 0.732379 0.786678 11.00000 0.03934 0.04870 = 0.03743 -0.00401 -0.00077 -0.01368 C13 1 0.825692 0.689871 0.894893 11.00000 0.04700 0.04637 = 0.03704 -0.00818 0.00079 -0.01533 C20 1 0.926450 0.849206 0.776978 11.00000 0.04467 0.04906 = 0.04736 -0.00115 -0.00285 -0.01720 C12 1 0.693577 0.650360 0.904620 11.00000 0.05009 0.05354 = 0.03755 -0.00479 0.00247 -0.01850 C15 1 0.893731 0.655042 0.696145 11.00000 0.04440 0.05420 = 0.03790 -0.00563 0.00008 -0.01645 C16 1 0.847781 0.531507 0.696717 11.00000 0.05235 0.05158 = 0.03370 -0.00575 -0.00164 -0.01725 C11 1 0.604251 0.647522 0.803769 11.00000 0.04219 0.05649 = 0.04488 -0.00322 -0.00003 -0.01974 AFIX 13 H11 2 0.594506 0.728037 0.759374 11.00000 -1.20000 AFIX 0 C1 1 0.688386 0.527394 0.735164 11.00000 0.05293 0.05164 = 0.04374 -0.00342 -0.00346 -0.02121 C17 1 0.966306 0.684539 0.598046 11.00000 0.05517 0.06566 = 0.03923 -0.00706 0.00554 -0.01919 AFIX 43 H17 2 0.978500 0.630174 0.538804 11.00000 -1.20000 AFIX 0 C25 1 0.913131 0.682505 0.987375 11.00000 0.05717 0.05606 = 0.04121 -0.00762 -0.00397 -0.02097 AFIX 43 H25 2 1.001936 0.707316 0.981413 11.00000 -1.20000 AFIX 0 C19 1 0.997786 0.877270 0.677528 11.00000 0.04863 0.05596 = 0.05466 0.00548 -0.00268 -0.01899 C21 1 0.900366 0.941102 0.861194 11.00000 0.06475 0.05363 = 0.05331 -0.00529 -0.00280 -0.02135 AFIX 43 H21 2 0.851619 0.926142 0.926173 11.00000 -1.20000 AFIX 0 C18 1 1.017828 0.790447 0.589651 11.00000 0.05795 0.07156 = 0.04532 0.00232 0.00713 -0.02362 AFIX 43 H18 2 1.067154 0.806673 0.525328 11.00000 -1.20000 AFIX 0 C26 1 0.869440 0.638777 1.087807 11.00000 0.07511 0.06674 = 0.03968 -0.00499 -0.00847 -0.02257 AFIX 43 H26 2 0.928367 0.635078 1.148703 11.00000 -1.20000 AFIX 0 C4 1 0.572710 0.637763 0.548537 11.00000 0.05461 0.07167 = 0.04688 -0.01190 -0.01107 -0.02317 C28 1 0.651325 0.606673 1.006586 11.00000 0.06601 0.07603 = 0.04262 -0.00739 0.00995 -0.03391 AFIX 43 H28 2 0.563075 0.581123 1.013579 11.00000 -1.20000 AFIX 0 C9 1 0.676520 0.634124 0.462376 11.00000 0.05758 0.07780 = 0.05106 -0.01305 -0.00443 -0.01647 AFIX 43 H9 2 0.764865 0.562503 0.457211 11.00000 -1.20000 AFIX 0 C3 1 0.597331 0.523791 0.630710 11.00000 0.06690 0.07000 = 0.05314 -0.01041 -0.00964 -0.03268 AFIX 23 H3A 2 0.650394 0.443591 0.593211 11.00000 -1.20000 H3B 2 0.497483 0.517605 0.654199 11.00000 -1.20000 AFIX 0 C27 1 0.739061 0.600878 1.097440 11.00000 0.08734 0.07710 = 0.03869 -0.00166 0.00674 -0.03387 AFIX 43 H27 2 0.709773 0.571406 1.164783 11.00000 -1.20000 AFIX 0 C2 1 0.704221 0.397721 0.800213 11.00000 0.07412 0.05670 = 0.06164 -0.00106 0.00357 -0.02752 AFIX 137 H2A 2 0.756188 0.324723 0.755536 11.00000 -1.50000 H2B 2 0.604242 0.392586 0.821254 11.00000 -1.50000 H2C 2 0.762115 0.394933 0.864440 11.00000 -1.50000 AFIX 0 C24 1 1.046070 0.991481 0.668729 11.00000 0.06856 0.06461 = 0.07427 0.01084 0.00417 -0.02955 AFIX 43 H24 2 1.095710 1.008667 0.604868 11.00000 -1.20000 AFIX 0 C22 1 0.945945 1.051827 0.848312 11.00000 0.08418 0.05431 = 0.07921 -0.01083 -0.00563 -0.02663 AFIX 43 H22 2 0.926659 1.111427 0.904328 11.00000 -1.20000 AFIX 0 C5 1 0.443260 0.745028 0.552659 11.00000 0.05470 0.09900 = 0.05400 -0.00343 -0.00148 -0.01153 AFIX 43 H5 2 0.371548 0.750296 0.609436 11.00000 -1.20000 AFIX 0 C8 1 0.651019 0.735097 0.383995 11.00000 0.06993 0.10086 = 0.04845 -0.00395 -0.00227 -0.03110 AFIX 43 H8 2 0.722922 0.730216 0.327409 11.00000 -1.20000 AFIX 0 C23 1 1.020885 1.076265 0.752268 11.00000 0.08343 0.05625 = 0.09714 0.00108 -0.00009 -0.03340 AFIX 43 H23 2 1.053622 1.150543 0.745368 11.00000 -1.20000 AFIX 0 C7 1 0.521299 0.842739 0.388033 11.00000 0.08089 0.09186 = 0.05958 0.00771 -0.01758 -0.02786 C29 1 0.350644 0.758524 0.866272 11.00000 0.05071 0.10028 = 0.08989 -0.01245 0.01035 -0.01271 AFIX 137 H29A 2 0.340363 0.825535 0.809803 11.00000 -1.50000 H29B 2 0.388233 0.784842 0.930830 11.00000 -1.50000 H29C 2 0.252567 0.746305 0.882504 11.00000 -1.50000 AFIX 0 C6 1 0.418027 0.844973 0.473929 11.00000 0.07131 0.09696 = 0.07542 0.00335 -0.00698 0.00421 AFIX 43 H6 2 0.328987 0.915982 0.478683 11.00000 -1.20000 AFIX 0 C10 1 0.491714 0.951487 0.301127 11.00000 0.14125 0.12918 = 0.09051 0.03840 -0.02142 -0.03703 AFIX 137 H10A 2 0.587525 0.955121 0.268996 11.00000 -1.50000 H10B 2 0.439058 1.034105 0.333504 11.00000 -1.50000 H10C 2 0.429750 0.934363 0.245637 11.00000 -1.50000 AFIX 0 HKLF 4 REM am0605_a.res in P-1 REM R1 = 0.0799 for 4487 Fo > 4sig(Fo) and 0.1208 for all 7910 data REM 283 parameters refined using 0 restraints END WGHT 0.1573 0.0511 REM Highest difference peak 0.586, deepest hole -0.229, 1-sigma level 0.058 Q1 1 1.0586 0.6988 0.9616 11.00000 0.05 0.23 Q2 1 0.9822 0.6018 0.5199 11.00000 0.05 0.22 Q3 1 0.9746 0.7925 0.9787 11.00000 0.05 0.20 Q4 1 0.4599 0.4996 0.6611 11.00000 0.05 0.19 Q5 1 0.7398 0.7791 0.6988 11.00000 0.05 0.19 Q6 1 0.5840 0.5059 1.0171 11.00000 0.05 0.19 Q7 1 0.4988 0.6036 1.0248 11.00000 0.05 0.17 Q8 1 0.5943 0.7503 0.7225 11.00000 0.05 0.17 Q9 1 0.6832 0.5547 1.1940 11.00000 0.05 0.17 Q10 1 0.6031 0.4184 0.9161 11.00000 0.05 0.17 Q11 1 1.0462 0.5263 0.4824 11.00000 0.05 0.17 Q12 1 1.0680 0.8422 0.4843 11.00000 0.05 0.16 Q13 1 0.5157 0.9751 0.9756 11.00000 0.05 0.16 Q14 1 0.5881 0.5633 1.2522 11.00000 0.05 0.16 Q15 1 0.5496 0.8870 0.2195 11.00000 0.05 0.15 Q16 1 0.6164 0.5404 1.0675 11.00000 0.05 0.15 Q17 1 0.3929 0.8722 0.8541 11.00000 0.05 0.15 Q18 1 0.8965 0.4763 0.4602 11.00000 0.05 0.15 Q19 1 1.0801 0.7757 0.4121 11.00000 0.05 0.15 Q20 1 1.0830 1.1812 0.7418 11.00000 0.05 0.15 REM The information below was added by Olex2. REM REM R1 = 0.0799 for 4487 Fo > 4sig(Fo) and 0.1208 for all 25200 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.59, deepest hole -0.23 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.1208 REM R1_gt = 0.0799 REM wR_ref = 0.2854 REM GOOF = 1.040 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 25200 REM Reflections_gt = 4487 REM Parameters = n/a REM Hole = -0.23 REM Peak = 0.59 REM Flack = n/a ; _cod_data_source_file d1cc02765d2.cif _cod_data_source_block am0605 _cod_database_code 7128812 _shelx_shelxl_version_number 2014/7 _chemical_oxdiff_formula C29O2H25 _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 0.978 _shelx_estimated_absorpt_t_min 0.971 _reflns_odcompleteness_completeness 99.93 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 25.30 _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: C11(H11) 2.b Secondary CH2 refined with riding coordinates: C3(H3a,H3b) 2.c Aromatic/amide H refined with riding coordinates: C17(H17), C25(H25), C21(H21), C18(H18), C26(H26), C28(H28), C9(H9), C27(H27), C24(H24), C22(H22), C5(H5), C8(H8), C23(H23), C6(H6) 2.d Idealised Me refined as rotating group: C2(H2a,H2b,H2c), C29(H29a,H29b,H29c), C10(H10a,H10b,H10c) ; _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 1.352 _oxdiff_exptl_absorpt_empirical_full_min 0.796 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 O1 O 0.93773(15) 0.43348(12) 0.65731(10) 0.0609(3) Uani 1 1 d . . . . . O2 O 0.45510(14) 0.63880(14) 0.83037(11) 0.0627(3) Uani 1 1 d . . . . . C14 C 0.87888(16) 0.73238(14) 0.78668(11) 0.0417(3) Uani 1 1 d . . . . . C13 C 0.82569(17) 0.68987(14) 0.89489(11) 0.0431(3) Uani 1 1 d . . . . . C20 C 0.92645(17) 0.84921(15) 0.77698(12) 0.0463(3) Uani 1 1 d . . . . . C12 C 0.69358(18) 0.65036(15) 0.90462(11) 0.0465(3) Uani 1 1 d . . . . . C15 C 0.89373(17) 0.65504(15) 0.69615(11) 0.0451(3) Uani 1 1 d . . . . . C16 C 0.84778(18) 0.53151(15) 0.69672(11) 0.0454(3) Uani 1 1 d . . . . . C11 C 0.60425(17) 0.64752(16) 0.80377(12) 0.0468(3) Uani 1 1 d . . . . . H11 H 0.5945 0.7280 0.7594 0.056 Uiso 1 1 calc R . . . . C1 C 0.68839(18) 0.52739(15) 0.73516(12) 0.0481(4) Uani 1 1 d . . . . . C17 C 0.9663(2) 0.68454(18) 0.59805(12) 0.0532(4) Uani 1 1 d . . . . . H17 H 0.9785 0.6302 0.5388 0.064 Uiso 1 1 calc R . . . . C25 C 0.9131(2) 0.68250(16) 0.98737(12) 0.0504(4) Uani 1 1 d . . . . . H25 H 1.0019 0.7073 0.9814 0.060 Uiso 1 1 calc R . . . . C19 C 0.99779(19) 0.87727(16) 0.67753(14) 0.0526(4) Uani 1 1 d . . . . . C21 C 0.9004(2) 0.94110(17) 0.86119(14) 0.0564(4) Uani 1 1 d . . . . . H21 H 0.8516 0.9261 0.9262 0.068 Uiso 1 1 calc R . . . . C18 C 1.0178(2) 0.79045(19) 0.58965(14) 0.0578(4) Uani 1 1 d . . . . . H18 H 1.0672 0.8067 0.5253 0.069 Uiso 1 1 calc R . . . . C26 C 0.8694(2) 0.63878(18) 1.08781(13) 0.0600(4) Uani 1 1 d . . . . . H26 H 0.9284 0.6351 1.1487 0.072 Uiso 1 1 calc R . . . . C4 C 0.5727(2) 0.63776(18) 0.54854(13) 0.0563(4) Uani 1 1 d . . . . . C28 C 0.6513(2) 0.60667(19) 1.00659(13) 0.0589(4) Uani 1 1 d . . . . . H28 H 0.5631 0.5811 1.0136 0.071 Uiso 1 1 calc R . . . . C9 C 0.6765(2) 0.6341(2) 0.46238(14) 0.0627(5) Uani 1 1 d . . . . . H9 H 0.7649 0.5625 0.4572 0.075 Uiso 1 1 calc R . . . . C3 C 0.5973(2) 0.52379(19) 0.63071(14) 0.0602(4) Uani 1 1 d . . . . . H3A H 0.6504 0.4436 0.5932 0.072 Uiso 1 1 calc R . . . . H3B H 0.4975 0.5176 0.6542 0.072 Uiso 1 1 calc R . . . . C27 C 0.7391(3) 0.6009(2) 1.09744(14) 0.0660(5) Uani 1 1 d . . . . . H27 H 0.7098 0.5714 1.1648 0.079 Uiso 1 1 calc R . . . . C2 C 0.7042(2) 0.39772(17) 0.80021(15) 0.0626(5) Uani 1 1 d . . . . . H2A H 0.7562 0.3247 0.7555 0.094 Uiso 1 1 calc GR . . . . H2B H 0.6042 0.3926 0.8213 0.094 Uiso 1 1 calc GR . . . . H2C H 0.7621 0.3949 0.8644 0.094 Uiso 1 1 calc GR . . . . C24 C 1.0461(2) 0.9915(2) 0.66873(17) 0.0676(5) Uani 1 1 d . . . . . H24 H 1.0957 1.0087 0.6049 0.081 Uiso 1 1 calc R . . . . C22 C 0.9459(3) 1.05183(19) 0.84831(18) 0.0710(5) Uani 1 1 d . . . . . H22 H 0.9267 1.1114 0.9043 0.085 Uiso 1 1 calc R . . . . C5 C 0.4433(2) 0.7450(2) 0.55266(16) 0.0719(5) Uani 1 1 d . . . . . H5 H 0.3715 0.7503 0.6094 0.086 Uiso 1 1 calc R . . . . C8 C 0.6510(3) 0.7351(2) 0.38399(15) 0.0719(5) Uani 1 1 d . . . . . H8 H 0.7229 0.7302 0.3274 0.086 Uiso 1 1 calc R . . . . C23 C 1.0209(3) 1.0763(2) 0.7523(2) 0.0764(6) Uani 1 1 d . . . . . H23 H 1.0536 1.1505 0.7454 0.092 Uiso 1 1 calc R . . . . C7 C 0.5213(3) 0.8427(2) 0.38803(18) 0.0770(6) Uani 1 1 d . . . . . C29 C 0.3506(2) 0.7585(3) 0.8663(2) 0.0827(6) Uani 1 1 d . . . . . H29A H 0.3404 0.8255 0.8098 0.124 Uiso 1 1 calc GR . . . . H29B H 0.3882 0.7848 0.9308 0.124 Uiso 1 1 calc GR . . . . H29C H 0.2526 0.7463 0.8825 0.124 Uiso 1 1 calc GR . . . . C6 C 0.4180(3) 0.8450(3) 0.4739(2) 0.0880(7) Uani 1 1 d . . . . . H6 H 0.3290 0.9160 0.4787 0.106 Uiso 1 1 calc R . . . . C10 C 0.4917(5) 0.9515(3) 0.3011(3) 0.1220(12) Uani 1 1 d . . . . . H10A H 0.5875 0.9551 0.2690 0.183 Uiso 1 1 calc GR . . . . H10B H 0.4391 1.0341 0.3335 0.183 Uiso 1 1 calc GR . . . . H10C H 0.4298 0.9344 0.2456 0.183 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 O1 0.0679(8) 0.0589(7) 0.0535(7) -0.0169(5) 0.0090(6) -0.0154(6) O2 0.0470(6) 0.0815(9) 0.0655(8) -0.0072(6) 0.0024(5) -0.0283(6) C14 0.0393(7) 0.0487(8) 0.0374(6) -0.0040(5) -0.0008(5) -0.0137(6) C13 0.0470(7) 0.0464(7) 0.0370(6) -0.0082(5) 0.0008(5) -0.0153(6) C20 0.0447(7) 0.0491(8) 0.0474(8) -0.0011(6) -0.0029(6) -0.0172(6) C12 0.0501(8) 0.0535(8) 0.0376(7) -0.0048(6) 0.0025(6) -0.0185(7) C15 0.0444(7) 0.0542(8) 0.0379(7) -0.0056(6) 0.0001(5) -0.0165(6) C16 0.0523(8) 0.0516(8) 0.0337(6) -0.0058(5) -0.0016(6) -0.0173(6) C11 0.0422(7) 0.0565(8) 0.0449(7) -0.0032(6) 0.0000(6) -0.0197(6) C1 0.0529(8) 0.0516(8) 0.0437(7) -0.0034(6) -0.0035(6) -0.0212(7) C17 0.0552(9) 0.0657(10) 0.0392(7) -0.0071(6) 0.0055(6) -0.0192(7) C25 0.0572(9) 0.0561(9) 0.0412(7) -0.0076(6) -0.0040(6) -0.0210(7) C19 0.0486(8) 0.0560(9) 0.0547(9) 0.0055(7) -0.0027(7) -0.0190(7) C21 0.0648(10) 0.0536(9) 0.0533(9) -0.0053(7) -0.0028(7) -0.0214(8) C18 0.0579(9) 0.0716(11) 0.0453(8) 0.0023(7) 0.0071(7) -0.0236(8) C26 0.0751(11) 0.0667(10) 0.0397(8) -0.0050(7) -0.0085(7) -0.0226(9) C4 0.0546(9) 0.0717(11) 0.0469(8) -0.0119(7) -0.0111(7) -0.0232(8) C28 0.0660(10) 0.0760(11) 0.0426(8) -0.0074(7) 0.0099(7) -0.0339(9) C9 0.0576(10) 0.0778(12) 0.0511(9) -0.0130(8) -0.0044(7) -0.0165(9) C3 0.0669(11) 0.0700(11) 0.0531(9) -0.0104(8) -0.0096(8) -0.0327(9) C27 0.0873(13) 0.0771(12) 0.0387(8) -0.0017(7) 0.0067(8) -0.0339(10) C2 0.0741(12) 0.0567(10) 0.0616(10) -0.0011(8) 0.0036(9) -0.0275(9) C24 0.0686(11) 0.0646(11) 0.0743(12) 0.0108(9) 0.0042(9) -0.0295(9) C22 0.0842(14) 0.0543(10) 0.0792(13) -0.0108(9) -0.0056(11) -0.0266(10) C5 0.0547(10) 0.0990(15) 0.0540(10) -0.0034(9) -0.0015(8) -0.0115(10) C8 0.0699(12) 0.1009(16) 0.0485(9) -0.0040(9) -0.0023(8) -0.0311(11) C23 0.0834(14) 0.0563(11) 0.0971(16) 0.0011(10) -0.0001(12) -0.0334(10) C7 0.0809(14) 0.0919(15) 0.0596(11) 0.0077(10) -0.0176(10) -0.0279(12) C29 0.0507(10) 0.1003(16) 0.0899(15) -0.0124(12) 0.0104(10) -0.0127(10) C6 0.0713(13) 0.0970(17) 0.0754(14) 0.0034(12) -0.0070(11) 0.0042(12) C10 0.141(3) 0.129(3) 0.0905(19) 0.0384(18) -0.0214(19) -0.037(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0106 0.0060 '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 C29 O2 C11 113.54(14) . . ? C20 C14 C13 120.33(12) . . ? C15 C14 C13 120.51(13) . . ? C15 C14 C20 119.00(13) . . ? C12 C13 C14 121.17(12) . . ? C25 C13 C14 119.81(13) . . ? C25 C13 C12 118.93(13) . . ? C19 C20 C14 119.34(14) . . ? C21 C20 C14 122.73(14) . . ? C21 C20 C19 117.89(14) . . ? C13 C12 C11 119.70(12) . . ? C28 C12 C13 119.23(14) . . ? C28 C12 C11 120.96(14) . . ? C14 C15 C16 123.61(13) . . ? C14 C15 C17 120.44(14) . . ? C17 C15 C16 115.77(13) . . ? O1 C16 C15 118.14(14) . . ? O1 C16 C1 119.00(13) . . ? C15 C16 C1 122.63(13) . . ? O2 C11 C12 112.22(12) . . ? O2 C11 H11 108.9 . . ? O2 C11 C1 107.32(12) . . ? C12 C11 H11 108.9 . . ? C12 C11 C1 110.47(13) . . ? C1 C11 H11 108.9 . . ? C16 C1 C11 111.48(12) . . ? C16 C1 C3 107.16(12) . . ? C16 C1 C2 109.15(14) . . ? C11 C1 C3 110.87(14) . . ? C2 C1 C11 111.20(13) . . ? C2 C1 C3 106.79(13) . . ? C15 C17 H17 119.5 . . ? C18 C17 C15 120.96(15) . . ? C18 C17 H17 119.5 . . ? C13 C25 H25 119.5 . . ? C26 C25 C13 120.99(15) . . ? C26 C25 H25 119.5 . . ? C18 C19 C20 119.06(14) . . ? C24 C19 C20 119.19(16) . . ? C24 C19 C18 121.76(16) . . ? C20 C21 H21 119.5 . . ? C22 C21 C20 120.95(17) . . ? C22 C21 H21 119.5 . . ? C17 C18 C19 121.00(14) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C25 C26 H26 120.0 . . ? C27 C26 C25 120.03(15) . . ? C27 C26 H26 120.0 . . ? C9 C4 C3 120.91(17) . . ? C5 C4 C9 117.47(18) . . ? C5 C4 C3 121.52(17) . . ? C12 C28 H28 119.5 . . ? C27 C28 C12 120.95(16) . . ? C27 C28 H28 119.5 . . ? C4 C9 H9 119.4 . . ? C8 C9 C4 121.22(19) . . ? C8 C9 H9 119.4 . . ? C1 C3 H3A 107.9 . . ? C1 C3 H3B 107.9 . . ? C4 C3 C1 117.72(13) . . ? C4 C3 H3A 107.9 . . ? C4 C3 H3B 107.9 . . ? H3A C3 H3B 107.2 . . ? C26 C27 C28 119.87(15) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2B 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C19 C24 H24 119.5 . . ? C23 C24 C19 121.01(18) . . ? C23 C24 H24 119.5 . . ? C21 C22 H22 119.6 . . ? C21 C22 C23 120.87(18) . . ? C23 C22 H22 119.6 . . ? C4 C5 H5 119.5 . . ? C4 C5 C6 121.0(2) . . ? C6 C5 H5 119.5 . . ? C9 C8 H8 119.3 . . ? C7 C8 C9 121.4(2) . . ? C7 C8 H8 119.3 . . ? C24 C23 C22 120.02(18) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C8 C7 C6 116.9(2) . . ? C8 C7 C10 121.4(2) . . ? C6 C7 C10 121.7(3) . . ? O2 C29 H29A 109.5 . . ? O2 C29 H29B 109.5 . . ? O2 C29 H29C 109.5 . . ? H29A C29 H29B 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C5 C6 C7 122.0(2) . . ? C5 C6 H6 119.0 . . ? C7 C6 H6 119.0 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 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 O1 C16 1.2209(19) . ? O2 C11 1.4237(18) . ? O2 C29 1.417(3) . ? C14 C13 1.4957(19) . ? C14 C20 1.442(2) . ? C14 C15 1.388(2) . ? C13 C12 1.399(2) . ? C13 C25 1.398(2) . ? C20 C19 1.425(2) . ? C20 C21 1.416(2) . ? C12 C11 1.514(2) . ? C12 C28 1.398(2) . ? C15 C16 1.503(2) . ? C15 C17 1.422(2) . ? C16 C1 1.531(2) . ? C11 H11 0.9800 . ? C11 C1 1.542(2) . ? C1 C3 1.562(2) . ? C1 C2 1.538(2) . ? C17 H17 0.9300 . ? C17 C18 1.352(3) . ? C25 H25 0.9300 . ? C25 C26 1.386(2) . ? C19 C18 1.419(3) . ? C19 C24 1.418(2) . ? C21 H21 0.9300 . ? C21 C22 1.371(3) . ? C18 H18 0.9300 . ? C26 H26 0.9300 . ? C26 C27 1.374(3) . ? C4 C9 1.388(2) . ? C4 C3 1.514(3) . ? C4 C5 1.374(3) . ? C28 H28 0.9300 . ? C28 C27 1.386(3) . ? C9 H9 0.9300 . ? C9 C8 1.384(3) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C27 H27 0.9300 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C24 H24 0.9300 . ? C24 C23 1.360(3) . ? C22 H22 0.9300 . ? C22 C23 1.395(3) . ? C5 H5 0.9300 . ? C5 C6 1.379(3) . ? C8 H8 0.9300 . ? C8 C7 1.378(3) . ? C23 H23 0.9300 . ? C7 C6 1.384(3) . ? C7 C10 1.510(3) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C6 H6 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ?