#------------------------------------------------------------------------------ #$Date: 2021-01-04 20:18:39 +0200 (Mon, 04 Jan 2021) $ #$Revision: 260473 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/77/7127759.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_7127759 loop_ _publ_author_name 'Yan, Cai-Xin' 'Lin, Qian-Qian' 'Li, Sha' 'Wu, Cheng-Juan' 'Li, Yan-An' 'Fan, Jian-Zhong' 'Ma, Jian-Ping' 'Geng, Yan' 'Dong, Yu-Bin' _publ_section_title ; Synthesis of fulvene-containing boron complexes with aggregation-induced emission and mechanochromic luminescence. ; _journal_issue 92 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 14435 _journal_page_last 14438 _journal_paper_doi 10.1039/d0cc05757f _journal_volume 56 _journal_year 2020 _chemical_formula_moiety 'C31 H26 O2' _chemical_formula_sum 'C31 H26 O2' _chemical_formula_weight 430.52 _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 direct _atom_sites_solution_secondary difmap _audit_creation_date 2019-03-28 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _audit_update_record ; 2019-05-08 deposited with the CCDC. 2020-10-22 downloaded from the CCDC. ; _cell_angle_alpha 75.480(5) _cell_angle_beta 73.810(6) _cell_angle_gamma 83.749(6) _cell_formula_units_Z 2 _cell_length_a 9.6358(7) _cell_length_b 10.2626(6) _cell_length_c 12.5875(8) _cell_measurement_reflns_used 3338 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 70.9460 _cell_measurement_theta_min 7.9690 _cell_volume 1156.19(14) _computing_cell_refinement 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.0793 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.9942 _diffrn_measured_fraction_theta_max 0.9657 _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 11.00 39.00 1.00 1.00 -- 0.00 -19.00 -30.00 28 2 \w 28.00 122.00 1.00 1.00 -- 54.00 37.00 30.00 94 3 \w 79.00 157.00 1.00 1.00 -- 108.00 77.00 -60.00 78 4 \w 130.00 177.00 1.00 1.00 -- 108.00 37.00 -90.00 47 5 \w 99.00 129.00 1.00 1.00 -- 108.00 -50.00 -60.00 30 6 \w 90.00 116.00 1.00 1.00 -- 108.00-111.00 -90.00 26 7 \w 58.00 107.00 1.00 1.00 -- 54.00-125.00-120.00 49 8 \w 61.00 96.00 1.00 1.00 -- 108.00 -50.00 -60.00 35 9 \w 59.00 128.00 1.00 1.00 -- 108.00 -77.00-120.00 69 10 \w 43.00 128.00 1.00 1.00 -- 108.00 -50.00 30.00 85 11 \w 63.00 113.00 1.00 1.00 -- 108.00 -77.00 60.00 50 12 \w 35.00 85.00 1.00 1.00 -- 54.00-125.00 90.00 50 13 \w 36.00 112.00 1.00 1.00 -- 108.00-111.00 60.00 76 14 \w 36.00 134.00 1.00 1.00 -- 108.00 0.00 120.00 98 15 \w 79.00 169.00 1.00 1.00 -- 108.00 77.00 -30.00 90 16 \w 96.00 121.00 1.00 1.00 -- 54.00 57.00 -90.00 25 17 \w 90.00 123.00 1.00 1.00 -- 108.00 37.00 -90.00 33 18 \w 41.00 125.00 1.00 1.00 -- 108.00 -50.00-180.00 84 19 \w 40.00 108.00 1.00 1.00 -- 108.00-111.00-150.00 68 20 \w -15.00 35.00 1.00 1.00 -- 54.00 -77.00 90.00 50 21 \w -15.00 74.00 1.00 1.00 -- 54.00 -57.00 120.00 89 22 \w 43.00 69.00 1.00 1.00 -- 0.00 57.00 150.00 26 23 \w 0.00 33.00 1.00 1.00 -- 0.00 57.00 150.00 33 24 \w -60.00 -8.00 1.00 1.00 -- 0.00 -19.00 -30.00 52 25 \w -15.00 76.00 1.00 1.00 -- 54.00 -37.00-150.00 91 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.1445368000 _diffrn_orient_matrix_UB_12 -0.0790259000 _diffrn_orient_matrix_UB_13 0.0041194000 _diffrn_orient_matrix_UB_21 -0.0116572000 _diffrn_orient_matrix_UB_22 -0.0649675000 _diffrn_orient_matrix_UB_23 -0.0948634000 _diffrn_orient_matrix_UB_31 0.0820842000 _diffrn_orient_matrix_UB_32 0.1167140000 _diffrn_orient_matrix_UB_33 -0.0902198000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_unetI/netI 0.0295 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 7623 _diffrn_reflns_theta_full 71.26 _diffrn_reflns_theta_max 71.26 _diffrn_reflns_theta_min 3.76 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.590 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.50900 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.237 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 456 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.13 _refine_diff_density_max 0.196 _refine_diff_density_min -0.194 _refine_diff_density_rms 0.037 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 301 _refine_ls_number_reflns 4339 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.036 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0498 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0567P)^2^+0.4796P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1294 _refine_ls_wR_factor_ref 0.1374 _reflns_number_gt 3498 _reflns_number_total 4339 _reflns_threshold_expression >2sigma(I) _cod_data_source_file d0cc05757f2.cif _cod_data_source_block exp_3232 _cod_original_cell_volume 1156.20(13) _cod_database_code 7127759 _chemical_oxdiff_formula 'C1 H1 O1 N1' _reflns_odcompleteness_completeness 99.42 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2.a Aromatic/amide H refined with riding coordinates: C7(H7), C23(H23), C13(H13), C19(H19), C30(H30), C31(H31), C1(H1A), C25(H25), C4(H4), C9(H9), C10(H10), C28(H28), C2(H2), C26(H26), C27(H27), C3(H3) 2.b Tetrahedral OH refined with riding coordinates: O1(H1) 2.c Idealised Me refined as rotating group: C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C16(H16A,H16B,H16C) ; _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.537 _oxdiff_exptl_absorpt_empirical_full_min 0.620 _shelx_res_file ; TITL exp_3232 in P-1 #2 CELL 1.54184 9.63583 10.26262 12.58748 75.48 73.8103 83.7487 ZERR 2 0.00071 0.00062 0.00077 0.0053 0.0061 0.0055 LATT 1 SFAC C H O UNIT 62 52 4 L.S. 4 PLAN 20 HTAB O1 O2 BOND $H htab 2 conf fmap 2 acta REM D:/data/20190121/3232-gengyan/olex2_exp_3232/exp_3232.hkl WGHT 0.056700 0.479600 FVAR 9.27527 O1 3 0.288580 0.055643 0.153910 11.00000 0.08014 0.03793 = 0.03363 -0.00321 -0.00722 0.00374 AFIX 83 H1 2 0.322309 0.065989 0.085054 11.00000 -1.50000 AFIX 0 O2 3 0.365267 0.092442 -0.055095 11.00000 0.09634 0.03717 = 0.03838 -0.00816 -0.01117 0.00566 C7 1 0.254438 0.099294 0.375882 11.00000 0.04037 0.03710 = 0.03631 -0.00453 -0.00873 -0.00192 AFIX 43 H7 2 0.344934 0.059756 0.349384 11.00000 -1.20000 AFIX 0 C23 1 0.283445 0.336544 -0.278127 11.00000 0.04408 0.03899 = 0.03812 -0.01116 -0.00928 -0.00301 AFIX 43 H23 2 0.197748 0.369921 -0.236083 11.00000 -1.20000 AFIX 0 C20 1 0.292925 0.313130 -0.029814 11.00000 0.03995 0.03757 = 0.02963 -0.00560 -0.01128 -0.00315 C13 1 0.216062 0.419572 0.117997 11.00000 0.03977 0.03890 = 0.02962 -0.00772 -0.01080 -0.00165 AFIX 43 H13 2 0.182048 0.435851 0.190452 11.00000 -1.20000 AFIX 0 C6 1 0.198283 0.090512 0.493953 11.00000 0.04690 0.03255 = 0.03533 -0.00185 -0.01176 -0.01017 C19 1 0.292046 0.453448 -0.071897 11.00000 0.04277 0.03727 = 0.02900 -0.00256 -0.01128 -0.00476 AFIX 43 H19 2 0.317751 0.496539 -0.148570 11.00000 -1.20000 AFIX 0 C8 1 0.177454 0.165241 0.299852 11.00000 0.04459 0.03147 = 0.03247 -0.00111 -0.00948 -0.00707 C5 1 0.058666 0.146617 0.533456 11.00000 0.04854 0.03374 = 0.03624 -0.00450 -0.00534 -0.01161 C30 1 0.541831 0.238918 -0.401900 11.00000 0.04345 0.04839 = 0.04097 -0.01425 -0.00714 -0.00191 AFIX 43 H30 2 0.629571 0.207267 -0.442604 11.00000 -1.20000 AFIX 0 C29 1 0.447119 0.319934 -0.461182 11.00000 0.05082 0.03915 = 0.03552 -0.00945 -0.01123 -0.01040 C12 1 0.243453 0.290499 0.094323 11.00000 0.03720 0.03795 = 0.02940 -0.00625 -0.01004 -0.00375 C14 1 0.247220 0.519427 0.017310 11.00000 0.03643 0.03491 = 0.03331 -0.00497 -0.01289 -0.00176 C22 1 0.377123 0.257320 -0.222755 11.00000 0.04858 0.03559 = 0.03342 -0.00969 -0.01130 -0.00523 C24 1 0.314497 0.368856 -0.398645 11.00000 0.04912 0.03605 = 0.03829 -0.00750 -0.01497 -0.00757 C31 1 0.507410 0.205980 -0.286001 11.00000 0.04855 0.04349 = 0.04081 -0.01207 -0.01593 0.00209 AFIX 43 H31 2 0.569834 0.149599 -0.248509 11.00000 -1.20000 AFIX 0 C11 1 0.238708 0.169623 0.176936 11.00000 0.04123 0.03608 = 0.03509 -0.00626 -0.00996 -0.00366 C1 1 0.276625 0.025307 0.573922 11.00000 0.05675 0.04479 = 0.04383 -0.00092 -0.02020 -0.00816 AFIX 43 H1A 2 0.368739 -0.012115 0.548935 11.00000 -1.20000 AFIX 0 C25 1 0.217744 0.446891 -0.457489 11.00000 0.05496 0.04832 = 0.05076 -0.00597 -0.02073 -0.00239 AFIX 43 H25 2 0.130011 0.478816 -0.417002 11.00000 -1.20000 AFIX 0 C4 1 0.000466 0.134051 0.652382 11.00000 0.06369 0.05052 = 0.03919 -0.01075 0.00042 -0.01362 AFIX 43 H4 2 -0.091967 0.169496 0.679630 11.00000 -1.20000 AFIX 0 C9 1 0.039343 0.223234 0.340150 11.00000 0.04258 0.04316 = 0.04033 -0.00297 -0.01218 -0.00302 AFIX 43 H9 2 -0.012816 0.268745 0.288936 11.00000 -1.20000 AFIX 0 C10 1 -0.018406 0.213052 0.453881 11.00000 0.03941 0.04249 = 0.04538 -0.00727 -0.00407 -0.00316 AFIX 43 H10 2 -0.110306 0.250676 0.479247 11.00000 -1.20000 AFIX 0 C15 1 0.238619 0.670839 0.005022 11.00000 0.04678 0.03365 = 0.03858 -0.00603 -0.01399 0.00247 C21 1 0.342259 0.217067 -0.096574 11.00000 0.04885 0.03849 = 0.03474 -0.00691 -0.01226 -0.00311 C28 1 0.478221 0.352801 -0.581718 11.00000 0.06447 0.05570 = 0.03598 -0.00808 -0.00929 -0.01501 AFIX 43 H28 2 0.565043 0.321741 -0.624150 11.00000 -1.20000 AFIX 0 C2 1 0.218195 0.016937 0.687148 11.00000 0.08311 0.05432 = 0.04062 0.00148 -0.02728 -0.01648 AFIX 43 H2 2 0.271336 -0.024818 0.738695 11.00000 -1.20000 AFIX 0 C26 1 0.251777 0.476091 -0.573681 11.00000 0.07711 0.05765 = 0.05072 0.00264 -0.03390 -0.01070 AFIX 43 H26 2 0.186994 0.527763 -0.611528 11.00000 -1.20000 AFIX 0 C27 1 0.382781 0.429064 -0.635923 11.00000 0.08289 0.06058 = 0.03566 0.00145 -0.02147 -0.02192 AFIX 43 H27 2 0.404973 0.449978 -0.714917 11.00000 -1.20000 AFIX 0 C3 1 0.078789 0.070733 0.726393 11.00000 0.08666 0.05765 = 0.03265 -0.00539 -0.00944 -0.01909 AFIX 43 H3 2 0.039433 0.063013 0.803971 11.00000 -1.20000 AFIX 0 C18 1 0.370589 0.734459 -0.084025 11.00000 0.06417 0.04354 = 0.08397 -0.01092 -0.00273 -0.01427 AFIX 137 H18A 2 0.456889 0.691432 -0.065034 11.00000 -1.50000 H18B 2 0.368505 0.828733 -0.085898 11.00000 -1.50000 H18C 2 0.369573 0.723321 -0.157282 11.00000 -1.50000 AFIX 0 C17 1 0.103040 0.730443 -0.031738 11.00000 0.06276 0.05808 = 0.13405 0.00065 -0.04405 0.01047 AFIX 137 H17A 2 0.106022 0.709793 -0.102646 11.00000 -1.50000 H17B 2 0.098384 0.826408 -0.040881 11.00000 -1.50000 H17C 2 0.019192 0.692728 0.025123 11.00000 -1.50000 AFIX 0 C16 1 0.235547 0.704537 0.116748 11.00000 0.19214 0.04141 = 0.05592 -0.01394 -0.04020 -0.00609 AFIX 137 H16A 2 0.151056 0.668718 0.173914 11.00000 -1.50000 H16B 2 0.233092 0.800558 0.106661 11.00000 -1.50000 H16C 2 0.320557 0.665589 0.140138 11.00000 -1.50000 HKLF 4 REM exp_3232 in P-1 #2 REM R1 = 0.0498 for 3498 Fo > 4sig(Fo) and 0.0631 for all 4339 data REM 301 parameters refined using 0 restraints END WGHT 0.0567 0.4796 REM Highest difference peak 0.196, deepest hole -0.194, 1-sigma level 0.037 Q1 1 0.3401 0.0656 0.0208 11.00000 0.05 0.20 Q2 1 0.2639 0.2864 0.0380 11.00000 0.05 0.18 Q3 1 0.3735 0.3134 -0.4272 11.00000 0.05 0.17 Q4 1 0.0064 0.6583 -0.0176 11.00000 0.05 0.17 Q5 1 0.2842 0.1320 -0.0603 11.00000 0.05 0.15 Q6 1 0.2592 0.4823 0.0665 11.00000 0.05 0.15 Q7 1 0.2858 0.3217 -0.3397 11.00000 0.05 0.14 Q8 1 0.3985 0.3758 -0.4207 11.00000 0.05 0.14 Q9 1 0.1274 0.2015 0.3280 11.00000 0.05 0.14 Q10 1 0.2400 0.5874 0.0155 11.00000 0.05 0.14 Q11 1 0.2706 0.2663 -0.0569 11.00000 0.05 0.14 Q12 1 -0.1292 0.1789 0.6534 11.00000 0.05 0.14 Q13 1 0.2568 0.3748 -0.0550 11.00000 0.05 0.13 Q14 1 0.0290 0.6749 0.0740 11.00000 0.05 0.13 Q15 1 0.2852 0.7497 -0.1217 11.00000 0.05 0.13 Q16 1 0.1256 0.1204 0.5157 11.00000 0.05 0.13 Q17 1 0.5498 0.2640 -0.5192 11.00000 0.05 0.13 Q18 1 0.4794 0.3654 -0.5108 11.00000 0.05 0.12 Q19 1 0.2141 0.1791 0.3262 11.00000 0.05 0.12 Q20 1 0.3779 0.2585 -0.1629 11.00000 0.05 0.12 REM The information below was added by Olex2. REM REM R1 = 0.0498 for 3498 Fo > 4sig(Fo) and 0.0631 for all 7623 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.20, deepest hole -0.19 REM Mean Shift 0, Max Shift 0. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0631 REM R1_gt = 0.0498 REM wR_ref = 0.1374 REM GOOF = 1.036 REM Shift_max = 0 REM Shift_mean = 0 REM Reflections_all = 7623 REM Reflections_gt = 3498 REM Parameters = n/a REM Hole = 0.20 REM Peak = -0.19 REM Flack = n/a ; loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.28858(17) 0.05564(13) 0.15391(11) 0.0536(4) Uani 1 1 d . . . H1 H 0.3223 0.0660 0.0851 0.080 Uiso 1 1 calc R . . O2 O 0.36527(19) 0.09244(13) -0.05510(11) 0.0594(4) Uani 1 1 d . . . C7 C 0.2544(2) 0.09929(18) 0.37588(14) 0.0389(4) Uani 1 1 d . . . H7 H 0.3449 0.0598 0.3494 0.047 Uiso 1 1 calc R . . C23 C 0.2834(2) 0.33654(18) -0.27813(15) 0.0402(4) Uani 1 1 d . . . H23 H 0.1977 0.3699 -0.2361 0.048 Uiso 1 1 calc R . . C20 C 0.29293(18) 0.31313(17) -0.02981(13) 0.0355(4) Uani 1 1 d . . . C13 C 0.21606(18) 0.41957(17) 0.11800(14) 0.0358(4) Uani 1 1 d . . . H13 H 0.1820 0.4359 0.1905 0.043 Uiso 1 1 calc R . . C6 C 0.1983(2) 0.09051(17) 0.49395(14) 0.0385(4) Uani 1 1 d . . . C19 C 0.29205(19) 0.45345(18) -0.07190(14) 0.0367(4) Uani 1 1 d . . . H19 H 0.3178 0.4965 -0.1486 0.044 Uiso 1 1 calc R . . C8 C 0.1775(2) 0.16524(17) 0.29985(14) 0.0370(4) Uani 1 1 d . . . C5 C 0.0587(2) 0.14662(18) 0.53346(15) 0.0406(4) Uani 1 1 d . . . C30 C 0.5418(2) 0.2389(2) -0.40190(16) 0.0443(4) Uani 1 1 d . . . H30 H 0.6296 0.2073 -0.4426 0.053 Uiso 1 1 calc R . . C29 C 0.4471(2) 0.31993(19) -0.46118(15) 0.0410(4) Uani 1 1 d . . . C12 C 0.24345(18) 0.29050(17) 0.09432(13) 0.0347(4) Uani 1 1 d . . . C14 C 0.24722(18) 0.51943(17) 0.01731(14) 0.0346(4) Uani 1 1 d . . . C22 C 0.3771(2) 0.25732(18) -0.22275(14) 0.0385(4) Uani 1 1 d . . . C24 C 0.3145(2) 0.36886(18) -0.39865(15) 0.0402(4) Uani 1 1 d . . . C31 C 0.5074(2) 0.20598(19) -0.28600(15) 0.0433(4) Uani 1 1 d . . . H31 H 0.5698 0.1496 -0.2485 0.052 Uiso 1 1 calc R . . C11 C 0.23871(19) 0.16962(18) 0.17694(14) 0.0377(4) Uani 1 1 d . . . C1 C 0.2766(2) 0.0253(2) 0.57392(16) 0.0482(5) Uani 1 1 d . . . H1A H 0.3687 -0.0121 0.5489 0.058 Uiso 1 1 calc R . . C25 C 0.2177(2) 0.4469(2) -0.45749(17) 0.0509(5) Uani 1 1 d . . . H25 H 0.1300 0.4788 -0.4170 0.061 Uiso 1 1 calc R . . C4 C 0.0005(3) 0.1341(2) 0.65238(16) 0.0531(5) Uani 1 1 d . . . H4 H -0.0920 0.1695 0.6796 0.064 Uiso 1 1 calc R . . C9 C 0.0393(2) 0.22323(19) 0.34015(15) 0.0429(4) Uani 1 1 d . . . H9 H -0.0128 0.2687 0.2889 0.051 Uiso 1 1 calc R . . C10 C -0.0184(2) 0.21305(19) 0.45388(16) 0.0443(4) Uani 1 1 d . . . H10 H -0.1103 0.2507 0.4792 0.053 Uiso 1 1 calc R . . C15 C 0.2386(2) 0.67084(18) 0.00502(15) 0.0398(4) Uani 1 1 d . . . C21 C 0.3423(2) 0.21707(18) -0.09657(15) 0.0406(4) Uani 1 1 d . . . C28 C 0.4782(2) 0.3528(2) -0.58172(16) 0.0523(5) Uani 1 1 d . . . H28 H 0.5650 0.3217 -0.6241 0.063 Uiso 1 1 calc R . . C2 C 0.2182(3) 0.0169(2) 0.68715(17) 0.0583(6) Uani 1 1 d . . . H2 H 0.2713 -0.0248 0.7387 0.070 Uiso 1 1 calc R . . C26 C 0.2518(3) 0.4761(2) -0.57368(18) 0.0605(6) Uani 1 1 d . . . H26 H 0.1870 0.5278 -0.6115 0.073 Uiso 1 1 calc R . . C27 C 0.3828(3) 0.4291(2) -0.63592(17) 0.0593(6) Uani 1 1 d . . . H27 H 0.4050 0.4500 -0.7149 0.071 Uiso 1 1 calc R . . C3 C 0.0788(3) 0.0707(2) 0.72639(17) 0.0599(6) Uani 1 1 d . . . H3 H 0.0394 0.0630 0.8040 0.072 Uiso 1 1 calc R . . C18 C 0.3706(3) 0.7345(2) -0.0840(2) 0.0671(6) Uani 1 1 d . . . H18A H 0.4569 0.6914 -0.0650 0.101 Uiso 1 1 calc R . . H18B H 0.3685 0.8287 -0.0859 0.101 Uiso 1 1 calc R . . H18C H 0.3696 0.7233 -0.1573 0.101 Uiso 1 1 calc R . . C17 C 0.1030(3) 0.7304(3) -0.0317(3) 0.0864(9) Uani 1 1 d . . . H17A H 0.1060 0.7098 -0.1026 0.130 Uiso 1 1 calc R . . H17B H 0.0984 0.8264 -0.0409 0.130 Uiso 1 1 calc R . . H17C H 0.0192 0.6927 0.0251 0.130 Uiso 1 1 calc R . . C16 C 0.2355(4) 0.7045(2) 0.1167(2) 0.0943(11) Uani 1 1 d . . . H16A H 0.1511 0.6687 0.1739 0.141 Uiso 1 1 calc R . . H16B H 0.2331 0.8006 0.1067 0.141 Uiso 1 1 calc R . . H16C H 0.3206 0.6656 0.1401 0.141 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0801(10) 0.0379(7) 0.0336(7) -0.0032(6) -0.0072(6) 0.0037(7) O2 0.0963(12) 0.0372(8) 0.0384(7) -0.0082(6) -0.0112(7) 0.0057(8) C7 0.0404(9) 0.0371(10) 0.0363(9) -0.0045(7) -0.0087(7) -0.0019(8) C23 0.0441(10) 0.0390(10) 0.0381(9) -0.0112(8) -0.0093(8) -0.0030(8) C20 0.0400(9) 0.0376(9) 0.0296(8) -0.0056(7) -0.0113(7) -0.0031(7) C13 0.0398(9) 0.0389(9) 0.0296(8) -0.0077(7) -0.0108(7) -0.0017(7) C6 0.0469(10) 0.0326(9) 0.0353(9) -0.0019(7) -0.0118(8) -0.0102(8) C19 0.0428(9) 0.0373(9) 0.0290(8) -0.0026(7) -0.0113(7) -0.0048(8) C8 0.0446(10) 0.0315(9) 0.0325(8) -0.0011(7) -0.0095(7) -0.0071(7) C5 0.0485(10) 0.0337(9) 0.0362(9) -0.0045(7) -0.0053(8) -0.0116(8) C30 0.0434(10) 0.0484(11) 0.0410(10) -0.0142(8) -0.0071(8) -0.0019(9) C29 0.0508(11) 0.0391(10) 0.0355(9) -0.0094(8) -0.0112(8) -0.0104(8) C12 0.0372(9) 0.0379(9) 0.0294(8) -0.0062(7) -0.0100(7) -0.0037(7) C14 0.0364(9) 0.0349(9) 0.0333(8) -0.0050(7) -0.0129(7) -0.0018(7) C22 0.0486(10) 0.0356(9) 0.0334(9) -0.0097(7) -0.0113(8) -0.0052(8) C24 0.0491(10) 0.0360(10) 0.0383(9) -0.0075(8) -0.0150(8) -0.0076(8) C31 0.0485(11) 0.0435(10) 0.0408(10) -0.0121(8) -0.0159(8) 0.0021(9) C11 0.0412(9) 0.0361(9) 0.0351(9) -0.0063(7) -0.0100(7) -0.0037(8) C1 0.0568(12) 0.0448(11) 0.0438(10) -0.0009(8) -0.0202(9) -0.0082(9) C25 0.0550(12) 0.0483(12) 0.0508(11) -0.0060(9) -0.0207(9) -0.0024(10) C4 0.0637(13) 0.0505(12) 0.0392(10) -0.0107(9) 0.0004(9) -0.0136(10) C9 0.0426(10) 0.0432(10) 0.0403(10) -0.0030(8) -0.0122(8) -0.0030(8) C10 0.0394(10) 0.0425(11) 0.0454(10) -0.0073(8) -0.0041(8) -0.0032(8) C15 0.0468(10) 0.0336(9) 0.0386(9) -0.0060(7) -0.0140(8) 0.0025(8) C21 0.0489(10) 0.0385(10) 0.0347(9) -0.0069(7) -0.0123(8) -0.0031(8) C28 0.0645(13) 0.0557(13) 0.0360(10) -0.0081(9) -0.0093(9) -0.0150(10) C2 0.0831(16) 0.0543(13) 0.0406(11) 0.0015(9) -0.0273(11) -0.0165(12) C26 0.0771(16) 0.0576(14) 0.0507(12) 0.0026(10) -0.0339(11) -0.0107(12) C27 0.0829(16) 0.0606(14) 0.0357(10) 0.0015(9) -0.0215(11) -0.0219(12) C3 0.0867(17) 0.0577(14) 0.0327(10) -0.0054(9) -0.0094(10) -0.0191(12) C18 0.0642(14) 0.0435(12) 0.0840(17) -0.0109(11) -0.0027(12) -0.0143(11) C17 0.0628(16) 0.0581(16) 0.134(3) 0.0007(16) -0.0440(17) 0.0105(13) C16 0.192(4) 0.0414(13) 0.0559(15) -0.0139(11) -0.0402(19) -0.0061(17) 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 C11 O1 H1 109.5 . . ? C6 C7 H7 119.5 . . ? C8 C7 H7 119.5 . . ? C8 C7 C6 121.08(17) . . ? C22 C23 H23 119.4 . . ? C22 C23 C24 121.25(17) . . ? C24 C23 H23 119.4 . . ? C19 C20 C12 106.10(15) . . ? C19 C20 C21 125.22(16) . . ? C21 C20 C12 128.54(16) . . ? C12 C13 H13 124.8 . . ? C14 C13 H13 124.8 . . ? C14 C13 C12 110.44(15) . . ? C7 C6 C1 122.20(18) . . ? C5 C6 C7 118.89(16) . . ? C5 C6 C1 118.90(17) . . ? C20 C19 H19 124.7 . . ? C14 C19 C20 110.65(15) . . ? C14 C19 H19 124.7 . . ? C7 C8 C11 119.44(16) . . ? C7 C8 C9 119.47(16) . . ? C9 C8 C11 121.05(15) . . ? C6 C5 C4 118.88(18) . . ? C10 C5 C6 118.92(16) . . ? C10 C5 C4 122.21(18) . . ? C29 C30 H30 119.3 . . ? C31 C30 H30 119.3 . . ? C31 C30 C29 121.31(18) . . ? C30 C29 C24 119.00(16) . . ? C30 C29 C28 122.57(18) . . ? C24 C29 C28 118.42(18) . . ? C13 C12 C20 105.96(14) . . ? C11 C12 C20 129.13(16) . . ? C11 C12 C13 124.52(15) . . ? C13 C14 C19 106.83(15) . . ? C13 C14 C15 127.42(15) . . ? C19 C14 C15 125.74(15) . . ? C23 C22 C31 119.72(16) . . ? C23 C22 C21 121.68(16) . . ? C31 C22 C21 118.51(16) . . ? C29 C24 C23 118.51(16) . . ? C25 C24 C23 122.30(18) . . ? C25 C24 C29 119.19(17) . . ? C30 C31 C22 120.15(17) . . ? C30 C31 H31 119.9 . . ? C22 C31 H31 119.9 . . ? O1 C11 C8 114.84(15) . . ? O1 C11 C12 123.61(16) . . ? C12 C11 C8 121.53(16) . . ? C6 C1 H1A 119.7 . . ? C2 C1 C6 120.6(2) . . ? C2 C1 H1A 119.7 . . ? C24 C25 H25 119.7 . . ? C26 C25 C24 120.5(2) . . ? C26 C25 H25 119.7 . . ? C5 C4 H4 119.7 . . ? C3 C4 C5 120.5(2) . . ? C3 C4 H4 119.7 . . ? C8 C9 H9 119.8 . . ? C10 C9 C8 120.43(17) . . ? C10 C9 H9 119.8 . . ? C5 C10 H10 119.4 . . ? C9 C10 C5 121.18(18) . . ? C9 C10 H10 119.4 . . ? C14 C15 C18 110.27(16) . . ? C14 C15 C17 109.39(17) . . ? C14 C15 C16 110.72(15) . . ? C17 C15 C18 109.01(19) . . ? C17 C15 C16 109.8(2) . . ? C16 C15 C18 107.6(2) . . ? O2 C21 C20 123.55(16) . . ? O2 C21 C22 115.16(16) . . ? C20 C21 C22 121.24(16) . . ? C29 C28 H28 119.5 . . ? C27 C28 C29 120.9(2) . . ? C27 C28 H28 119.5 . . ? C1 C2 H2 119.8 . . ? C1 C2 C3 120.5(2) . . ? C3 C2 H2 119.8 . . ? C25 C26 H26 119.7 . . ? C25 C26 C27 120.6(2) . . ? C27 C26 H26 119.7 . . ? C28 C27 C26 120.36(19) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C4 C3 C2 120.66(19) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 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 H1 0.8200 . ? O1 C11 1.286(2) . ? O2 C21 1.275(2) . ? C7 H7 0.9300 . ? C7 C6 1.416(2) . ? C7 C8 1.373(2) . ? C23 H23 0.9300 . ? C23 C22 1.367(2) . ? C23 C24 1.420(2) . ? C20 C19 1.404(2) . ? C20 C12 1.466(2) . ? C20 C21 1.412(2) . ? C13 H13 0.9300 . ? C13 C12 1.411(2) . ? C13 C14 1.396(2) . ? C6 C5 1.411(3) . ? C6 C1 1.417(2) . ? C19 H19 0.9300 . ? C19 C14 1.398(2) . ? C8 C11 1.485(2) . ? C8 C9 1.409(3) . ? C5 C4 1.422(3) . ? C5 C10 1.408(3) . ? C30 H30 0.9300 . ? C30 C29 1.409(3) . ? C30 C31 1.364(2) . ? C29 C24 1.415(3) . ? C29 C28 1.420(2) . ? C12 C11 1.400(2) . ? C14 C15 1.518(2) . ? C22 C31 1.413(3) . ? C22 C21 1.487(2) . ? C24 C25 1.409(3) . ? C31 H31 0.9300 . ? C1 H1A 0.9300 . ? C1 C2 1.363(3) . ? C25 H25 0.9300 . ? C25 C26 1.368(3) . ? C4 H4 0.9300 . ? C4 C3 1.357(3) . ? C9 H9 0.9300 . ? C9 C10 1.365(3) . ? C10 H10 0.9300 . ? C15 C18 1.523(3) . ? C15 C17 1.522(3) . ? C15 C16 1.522(3) . ? C28 H28 0.9300 . ? C28 C27 1.360(3) . ? C2 H2 0.9300 . ? C2 C3 1.399(3) . ? C26 H26 0.9300 . ? C26 C27 1.395(3) . ? C27 H27 0.9300 . ? C3 H3 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O2 0.82 1.65 2.4675(18) 171.5 . 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 C7 C6 C5 C4 178.04(17) . . . . ? C7 C6 C5 C10 -1.9(3) . . . . ? C7 C6 C1 C2 -178.96(19) . . . . ? C7 C8 C11 O1 47.5(2) . . . . ? C7 C8 C11 C12 -131.10(19) . . . . ? C7 C8 C9 C10 -0.6(3) . . . . ? C23 C22 C31 C30 2.2(3) . . . . ? C23 C22 C21 O2 132.9(2) . . . . ? C23 C22 C21 C20 -49.5(3) . . . . ? C23 C24 C25 C26 179.85(19) . . . . ? C20 C19 C14 C13 -1.2(2) . . . . ? C20 C19 C14 C15 177.38(16) . . . . ? C20 C12 C11 O1 4.7(3) . . . . ? C20 C12 C11 C8 -176.78(17) . . . . ? C13 C12 C11 O1 -167.01(17) . . . . ? C13 C12 C11 C8 11.5(3) . . . . ? C13 C14 C15 C18 136.5(2) . . . . ? C13 C14 C15 C17 -103.7(2) . . . . ? C13 C14 C15 C16 17.5(3) . . . . ? C6 C7 C8 C11 -178.66(16) . . . . ? C6 C7 C8 C9 -1.0(3) . . . . ? C6 C5 C4 C3 0.9(3) . . . . ? C6 C5 C10 C9 0.3(3) . . . . ? C6 C1 C2 C3 1.1(3) . . . . ? C19 C20 C12 C13 0.08(18) . . . . ? C19 C20 C12 C11 -172.82(18) . . . . ? C19 C20 C21 O2 167.35(19) . . . . ? C19 C20 C21 C22 -10.0(3) . . . . ? C19 C14 C15 C18 -41.9(2) . . . . ? C19 C14 C15 C17 78.0(2) . . . . ? C19 C14 C15 C16 -160.9(2) . . . . ? C8 C7 C6 C5 2.3(3) . . . . ? C8 C7 C6 C1 -178.78(17) . . . . ? C8 C9 C10 C5 1.0(3) . . . . ? C5 C6 C1 C2 0.0(3) . . . . ? C5 C4 C3 C2 0.1(3) . . . . ? C30 C29 C24 C23 1.3(3) . . . . ? C30 C29 C24 C25 -178.31(17) . . . . ? C30 C29 C28 C27 178.65(19) . . . . ? C29 C30 C31 C22 -2.4(3) . . . . ? C29 C24 C25 C26 -0.5(3) . . . . ? C29 C28 C27 C26 -0.3(3) . . . . ? C12 C20 C19 C14 0.70(19) . . . . ? C12 C20 C21 O2 -7.8(3) . . . . ? C12 C20 C21 C22 174.89(17) . . . . ? C12 C13 C14 C19 1.28(19) . . . . ? C12 C13 C14 C15 -177.30(16) . . . . ? C14 C13 C12 C20 -0.84(19) . . . . ? C14 C13 C12 C11 172.48(16) . . . . ? C22 C23 C24 C29 -1.6(3) . . . . ? C22 C23 C24 C25 178.04(18) . . . . ? C24 C23 C22 C31 -0.1(3) . . . . ? C24 C23 C22 C21 -176.79(17) . . . . ? C24 C29 C28 C27 -0.2(3) . . . . ? C24 C25 C26 C27 0.0(3) . . . . ? C31 C30 C29 C24 0.7(3) . . . . ? C31 C30 C29 C28 -178.21(19) . . . . ? C31 C22 C21 O2 -43.8(3) . . . . ? C31 C22 C21 C20 133.78(19) . . . . ? C11 C8 C9 C10 176.96(18) . . . . ? C1 C6 C5 C4 -0.9(3) . . . . ? C1 C6 C5 C10 179.13(17) . . . . ? C1 C2 C3 C4 -1.1(3) . . . . ? C25 C26 C27 C28 0.4(4) . . . . ? C4 C5 C10 C9 -179.64(19) . . . . ? C9 C8 C11 O1 -130.04(19) . . . . ? C9 C8 C11 C12 51.3(3) . . . . ? C10 C5 C4 C3 -179.17(19) . . . . ? C21 C20 C19 C14 -175.31(16) . . . . ? C21 C20 C12 C13 175.92(17) . . . . ? C21 C20 C12 C11 3.0(3) . . . . ? C21 C22 C31 C30 178.91(17) . . . . ? C28 C29 C24 C23 -179.76(17) . . . . ? C28 C29 C24 C25 0.6(3) . . . . ?