#------------------------------------------------------------------------------ #$Date: 2019-11-30 03:27:22 +0200 (Sat, 30 Nov 2019) $ #$Revision: 244816 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/56/7125633.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_7125633 loop_ _publ_author_name 'Chai, Danyang' 'Zou, Yang' 'Xiang, Yepeng' 'Zeng, Xuan' 'Chen, Zhanxiang' 'Gong, Shaolong' 'Yang, Chuluo' _publ_section_title ; Fused twin-acridine scaffolds as electron donors for thermally activated delayed fluorescence emitters: controllable TADF behavior by methyl substitution ; _journal_name_full 'Chemical Communications' _journal_paper_doi 10.1039/C9CC08679J _journal_year 2019 _chemical_absolute_configuration rm _chemical_formula_moiety 'C48 H40 N2 O4 S2' _chemical_formula_sum 'C48 H40 N2 O4 S2' _chemical_formula_weight 772.94 _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 geom _atom_sites_solution_primary dual _audit_block_doi 10.5517/ccdc.csd.cc23tmp8 _audit_creation_date 2019-08-19 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2019-10-24 deposited with the CCDC. 2019-11-29 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 30.621(3) _cell_length_b 9.4757(8) _cell_length_c 13.0926(12) _cell_measurement_reflns_used 6133 _cell_measurement_temperature 173 _cell_measurement_theta_max 26.084 _cell_measurement_theta_min 2.528 _cell_volume 3798.9(6) _computing_cell_refinement 'SAINT V8.38A (?, 2016)' _computing_data_reduction 'SAINT V8.38A (?, 2016)' _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_temperature 173.0 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0878 _diffrn_reflns_av_unetI/netI 0.0908 _diffrn_reflns_Laue_measured_fraction_full 0.991 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 25654 _diffrn_reflns_point_group_measured_fraction_full 0.980 _diffrn_reflns_point_group_measured_fraction_max 0.972 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.406 _diffrn_reflns_theta_min 2.250 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.191 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_correction_T_min 0.5980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1823 before and 0.0939 after correction. The Ratio of minimum to maximum transmission is 0.8023. The \l/2 correction factor is Not present.' _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.351 _exptl_crystal_description block _exptl_crystal_F_000 1624 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _refine_diff_density_max 1.838 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.105 _refine_ls_abs_structure_details ; Flack x determined using 1888 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.08(7) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 509 _refine_ls_number_reflns 7581 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.044 _refine_ls_R_factor_all 0.1080 _refine_ls_R_factor_gt 0.0822 _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^)+(0.1272P)^2^+3.6200P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2042 _refine_ls_wR_factor_ref 0.2283 _reflns_Friedel_coverage 0.754 _reflns_Friedel_fraction_full 0.967 _reflns_Friedel_fraction_max 0.954 _reflns_number_gt 5739 _reflns_number_total 7581 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL cdy1_a.res in P2(1)2(1)2(1) cdy1.res created by SHELXL-2018/3 at 09:33:06 on 19-Aug-2019 REM Old TITL CDY1 in P2(1)2(1)2 REM SHELXT solution in P2(1)2(1)2(1) REM R1 0.144, Rweak 0.022, Alpha 0.003, Orientation as input REM Flack x = 0.066 ( 0.051 ) from Parsons' quotients REM Formula found by SHELXT: C48 N6 Cl2 CELL 0.71073 30.6209 9.4757 13.0926 90 90 90 ZERR 4 0.0029 0.0008 0.0012 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H N O S UNIT 192 160 8 16 8 L.S. 4 PLAN 20 SIZE 0.15 0.08 0.03 TEMP -100.15 BOND $H list 4 fmap 2 acta REM REM REM WGHT 0.127200 3.620000 FVAR 0.40203 S2 5 0.565719 0.034285 0.524899 11.00000 0.02685 0.03884 = 0.03109 -0.00529 0.00519 -0.00740 S1 5 0.572666 0.455952 0.093971 11.00000 0.02541 0.03689 = 0.03737 0.00166 -0.00747 -0.00057 N1 3 0.763079 0.384562 0.168161 11.00000 0.02014 0.02295 = 0.01379 0.00412 0.00089 -0.00140 N2 3 0.758964 0.123795 0.494576 11.00000 0.01944 0.02202 = 0.01657 0.00210 0.00549 -0.00046 O2 4 0.554881 0.321241 0.068231 11.00000 0.03615 0.04449 = 0.04178 -0.01396 -0.00586 -0.01137 O3 4 0.545136 0.092757 0.434028 11.00000 0.03206 0.07983 = 0.02795 -0.00254 0.00107 -0.00680 O1 4 0.568057 0.571848 0.023434 11.00000 0.03583 0.05608 = 0.03553 0.01893 -0.00909 0.00391 O4 4 0.559508 -0.112576 0.546558 11.00000 0.03833 0.04517 = 0.05007 -0.00815 0.01213 -0.01546 C22 1 0.828717 0.334279 0.262773 11.00000 0.02030 0.02144 = 0.01638 0.00535 0.00232 -0.00096 C23 1 0.783217 0.322934 0.254485 11.00000 0.02211 0.01498 = 0.01801 0.00272 -0.00085 0.00109 C26 1 0.826681 0.171782 0.408341 11.00000 0.02149 0.01774 = 0.01798 0.00525 0.00049 -0.00190 C31 1 0.827773 0.076981 0.580607 11.00000 0.02629 0.01664 = 0.01834 0.00027 -0.00397 -0.00052 C32 1 0.782602 0.099200 0.585863 11.00000 0.02915 0.01631 = 0.01300 -0.00014 -0.00188 -0.00034 C25 1 0.781000 0.185438 0.411101 11.00000 0.02572 0.01621 = 0.01591 0.00089 -0.00015 -0.00176 C11 1 0.700942 0.528858 0.126784 11.00000 0.02579 0.02138 = 0.02361 0.00420 -0.00349 -0.00293 AFIX 43 H11 2 0.720335 0.606467 0.119527 11.00000 -1.20000 AFIX 0 C24 1 0.759652 0.255230 0.332354 11.00000 0.02092 0.02282 = 0.01516 0.00225 0.00257 -0.00064 AFIX 43 H24 2 0.728638 0.257209 0.331138 11.00000 -1.20000 AFIX 0 C13 1 0.788591 0.404374 0.079160 11.00000 0.02764 0.01662 = 0.01516 -0.00043 0.00378 -0.00087 C18 1 0.833749 0.424478 0.089310 11.00000 0.02741 0.01537 = 0.02127 0.00199 0.00622 0.00086 C9 1 0.688841 0.283752 0.167847 11.00000 0.02315 0.02156 = 0.02222 0.00098 -0.00253 0.00116 AFIX 43 H9 2 0.699765 0.193913 0.187455 11.00000 -1.20000 AFIX 0 C28 1 0.848137 0.062124 0.475528 11.00000 0.02852 0.01651 = 0.01599 0.00199 -0.00010 -0.00023 C41 1 0.638541 0.195190 0.488231 11.00000 0.02735 0.02251 = 0.03089 0.00050 0.00695 0.00308 AFIX 43 H41 2 0.618815 0.269396 0.472348 11.00000 -1.20000 AFIX 0 C42 1 0.683373 0.218042 0.482539 11.00000 0.02788 0.01862 = 0.02379 -0.00295 0.00671 -0.00174 AFIX 43 H42 2 0.694277 0.309383 0.466906 11.00000 -1.20000 AFIX 0 C12 1 0.656644 0.547644 0.107626 11.00000 0.02658 0.01892 = 0.03447 0.00298 -0.01273 0.00214 AFIX 43 H12 2 0.645629 0.637056 0.087286 11.00000 -1.20000 AFIX 0 C27 1 0.849206 0.252951 0.336875 11.00000 0.01969 0.02068 = 0.01617 0.00111 0.00155 -0.00156 AFIX 43 H27 2 0.880217 0.252625 0.338966 11.00000 -1.20000 AFIX 0 C19 1 0.851963 0.441471 0.196410 11.00000 0.02044 0.02193 = 0.02579 0.00850 0.00172 -0.00110 C39 1 0.651429 -0.045652 0.538698 11.00000 0.03563 0.02194 = 0.02370 0.00184 0.01046 -0.00363 AFIX 43 H39 2 0.640485 -0.134768 0.559908 11.00000 -1.20000 AFIX 0 C37 1 0.712127 0.107495 0.499685 11.00000 0.02549 0.02025 = 0.01724 -0.00179 0.00743 0.00018 C10 1 0.717267 0.398176 0.156399 11.00000 0.02355 0.01935 = 0.01292 -0.00161 -0.00535 0.00486 C33 1 0.761741 0.106301 0.681611 11.00000 0.03307 0.02273 = 0.02026 -0.00226 0.00793 -0.00158 AFIX 43 H33 2 0.731056 0.120329 0.685045 11.00000 -1.20000 AFIX 0 C34 1 0.785276 0.093190 0.769114 11.00000 0.04792 0.02476 = 0.01465 -0.00239 0.00229 0.00438 AFIX 43 H34 2 0.770818 0.096257 0.833274 11.00000 -1.20000 AFIX 0 C38 1 0.695977 -0.024796 0.529248 11.00000 0.02956 0.01912 = 0.01971 0.00121 0.00624 0.00058 AFIX 43 H38 2 0.715616 -0.100118 0.542792 11.00000 -1.20000 AFIX 0 C14 1 0.770347 0.396073 -0.018154 11.00000 0.03615 0.02479 = 0.01217 0.00183 0.00214 -0.00201 AFIX 43 H14 2 0.739741 0.382624 -0.024967 11.00000 -1.20000 AFIX 0 C29 1 0.836077 -0.083642 0.430883 11.00000 0.02847 0.01744 = 0.02163 -0.00043 0.00348 0.00234 AFIX 137 H29A 2 0.804317 -0.096028 0.433062 11.00000 -1.50000 H29B 2 0.850110 -0.157949 0.471299 11.00000 -1.50000 H29C 2 0.846154 -0.089430 0.359962 11.00000 -1.50000 AFIX 0 C15 1 0.795575 0.406879 -0.104239 11.00000 0.05344 0.02420 = 0.01994 0.00219 0.00264 0.00194 AFIX 43 H15 2 0.782407 0.403333 -0.169889 11.00000 -1.20000 AFIX 0 C8 1 0.644274 0.302745 0.150202 11.00000 0.02529 0.02105 = 0.03942 0.00148 -0.00699 -0.00461 AFIX 43 H8 2 0.624588 0.226381 0.159714 11.00000 -1.20000 AFIX 0 C16 1 0.840284 0.422970 -0.095121 11.00000 0.05116 0.02202 = 0.03161 0.00003 0.01584 -0.00178 AFIX 43 H16 2 0.858004 0.428346 -0.154553 11.00000 -1.20000 AFIX 0 C17 1 0.859020 0.431160 -0.000108 11.00000 0.03218 0.02529 = 0.01963 0.00761 0.00842 -0.00052 AFIX 43 H17 2 0.889788 0.441588 0.005331 11.00000 -1.20000 AFIX 0 C7 1 0.628826 0.432654 0.118902 11.00000 0.02235 0.02786 = 0.02469 -0.00053 -0.00299 0.00121 C43 1 0.548920 0.135988 0.629810 11.00000 0.02148 0.03745 = 0.02823 -0.00735 -0.00390 0.00269 C40 1 0.622690 0.064131 0.517082 11.00000 0.02697 0.02782 = 0.02453 -0.00879 0.00855 -0.00246 C35 1 0.830445 0.075282 0.765575 11.00000 0.04480 0.02709 = 0.01967 -0.00213 -0.00667 -0.00305 AFIX 43 H35 2 0.846825 0.068558 0.827004 11.00000 -1.20000 AFIX 0 C36 1 0.851164 0.067402 0.672215 11.00000 0.03278 0.02397 = 0.02040 -0.00219 -0.01063 -0.00014 AFIX 43 H36 2 0.881944 0.055223 0.670029 11.00000 -1.20000 AFIX 0 C20 1 0.901653 0.425750 0.199751 11.00000 0.01972 0.03962 = 0.03987 0.00991 0.00018 -0.00490 AFIX 137 H20A 2 0.912208 0.448083 0.268542 11.00000 -1.50000 H20B 2 0.914947 0.490591 0.150419 11.00000 -1.50000 H20C 2 0.909643 0.328502 0.182434 11.00000 -1.50000 AFIX 0 C30 1 0.898023 0.075099 0.477083 11.00000 0.02548 0.03197 = 0.02839 0.00234 -0.00542 0.00475 AFIX 137 H30A 2 0.909499 0.059857 0.408086 11.00000 -1.50000 H30B 2 0.910229 0.004154 0.523466 11.00000 -1.50000 H30C 2 0.906239 0.169583 0.500693 11.00000 -1.50000 AFIX 0 C21 1 0.839722 0.589398 0.237840 11.00000 0.03210 0.02015 = 0.02768 0.00343 -0.00278 -0.00559 AFIX 137 H21A 2 0.807871 0.599372 0.238964 11.00000 -1.50000 H21B 2 0.852335 0.662093 0.193518 11.00000 -1.50000 H21C 2 0.851217 0.600316 0.307249 11.00000 -1.50000 AFIX 0 C5 1 0.543081 0.406632 0.284778 11.00000 0.03668 0.04317 = 0.04095 0.00160 0.00088 0.00015 AFIX 43 H5 2 0.545665 0.309196 0.268791 11.00000 -1.20000 AFIX 0 C44 1 0.510317 0.213887 0.622195 11.00000 0.03079 0.05044 = 0.03056 -0.00309 -0.00052 0.00019 AFIX 43 H44 2 0.493919 0.216919 0.560638 11.00000 -1.20000 AFIX 0 C6 1 0.552428 0.507959 0.214535 11.00000 0.02644 0.05267 = 0.02931 -0.00742 -0.00483 -0.00075 C45 1 0.497022 0.286845 0.709083 11.00000 0.03450 0.05188 = 0.04667 -0.00185 0.00444 0.01193 AFIX 43 H45 2 0.470928 0.340901 0.705897 11.00000 -1.20000 AFIX 0 C48 1 0.571598 0.127620 0.721654 11.00000 0.03282 0.04546 = 0.02556 0.00272 -0.00057 0.01225 AFIX 43 H48 2 0.596835 0.069736 0.726751 11.00000 -1.20000 AFIX 0 C46 1 0.519618 0.284180 0.797877 11.00000 0.03537 0.05014 = 0.03835 -0.01136 0.00988 -0.00135 AFIX 43 H46 2 0.509599 0.337408 0.854727 11.00000 -1.20000 AFIX 0 C47 1 0.557314 0.204109 0.806204 11.00000 0.04034 0.04699 = 0.02620 -0.00342 -0.00119 0.00915 AFIX 43 H47 2 0.573167 0.201399 0.868546 11.00000 -1.20000 AFIX 0 C1 1 0.549899 0.652440 0.235203 11.00000 0.03655 0.04807 = 0.05762 -0.00896 -0.00178 0.01068 AFIX 43 H1 2 0.557501 0.719914 0.184566 11.00000 -1.20000 AFIX 0 C2 1 0.535986 0.695447 0.331699 11.00000 0.04558 0.06041 = 0.05544 -0.01606 -0.00617 0.01256 AFIX 43 H2 2 0.533259 0.792996 0.347184 11.00000 -1.20000 AFIX 0 C3 1 0.526220 0.595066 0.404456 11.00000 0.04062 0.09157 = 0.04544 -0.02027 -0.00121 0.02342 AFIX 43 H3 2 0.517183 0.623695 0.470706 11.00000 -1.20000 AFIX 0 C4 1 0.529534 0.451427 0.381328 11.00000 0.06110 0.07854 = 0.04027 0.00277 -0.00025 0.01307 AFIX 43 H4 2 0.522475 0.383367 0.431984 11.00000 -1.20000 AFIX 0 HKLF 4 REM cdy1_a.res in P2(1)2(1)2(1) REM wR2 = 0.2283, GooF = S = 1.044, Restrained GooF = 1.044 for all data REM R1 = 0.0822 for 5739 Fo > 4sig(Fo) and 0.1080 for all 7581 data REM 509 parameters refined using 0 restraints END WGHT 0.1272 3.6200 REM Highest difference peak 1.838, deepest hole -0.668, 1-sigma level 0.105 Q1 1 0.9304 -0.0469 0.7262 11.00000 0.05 1.84 Q2 1 0.9352 0.5337 0.2957 11.00000 0.05 1.60 Q3 1 0.5747 0.0457 0.5870 11.00000 0.05 1.20 Q4 1 0.5652 0.4708 0.1578 11.00000 0.05 1.19 Q5 1 0.5559 0.1770 0.2438 11.00000 0.05 0.67 Q6 1 0.7583 0.3799 -0.1763 11.00000 0.05 0.63 Q7 1 0.5718 -0.0770 0.6572 11.00000 0.05 0.59 Q8 1 0.8687 -0.0656 0.6967 11.00000 0.05 0.58 Q9 1 0.7164 0.0965 0.1639 11.00000 0.05 0.56 Q10 1 0.7590 0.2447 -0.0173 11.00000 0.05 0.55 Q11 1 0.5668 0.9301 0.2907 11.00000 0.05 0.55 Q12 1 0.7357 -0.1114 0.6587 11.00000 0.05 0.54 Q13 1 0.5458 0.4058 0.8773 11.00000 0.05 0.53 Q14 1 0.9466 0.0019 0.6036 11.00000 0.05 0.52 Q15 1 0.9421 0.3890 0.2735 11.00000 0.05 0.52 Q16 1 0.7846 0.3953 -0.2617 11.00000 0.05 0.50 Q17 1 0.8767 0.5659 0.2988 11.00000 0.05 0.50 Q18 1 0.6538 -0.2473 0.4812 11.00000 0.05 0.50 Q19 1 0.5181 0.2150 0.5221 11.00000 0.05 0.49 Q20 1 0.5487 0.3646 0.6889 11.00000 0.05 0.48 REM The information below was added by Olex2. REM REM R1 = 0.0822 for 5739 Fo > 4sig(Fo) and 0.1080 for all 25722 data REM n/a parameters refined using n/a restraints REM Highest difference peak 1.84, deepest hole -0.67 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.1080 REM R1_gt = 0.0822 REM wR_ref = 0.2283 REM GOOF = 1.044 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 25722 REM Reflections_gt = 5739 REM Parameters = n/a REM Hole = -0.67 REM Peak = 1.84 REM Flack = -0.08(7) ; _cod_data_source_file c9cc08679j2.cif _cod_data_source_block cdy1 _cod_database_code 7125633 _shelx_shelxl_version_number 2018/3 _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 0.994 _shelx_estimated_absorpt_t_min 0.972 _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 2.a Aromatic/amide H refined with riding coordinates: C11(H11), C24(H24), C9(H9), C41(H41), C42(H42), C12(H12), C27(H27), C39(H39), C33(H33), C34(H34), C38(H38), C14(H14), C15(H15), C8(H8), C16(H16), C17(H17), C35(H35), C36(H36), C5(H5), C44(H44), C45(H45), C48(H48), C46(H46), C47(H47), C1(H1), C2(H2), C3(H3), C4(H4) 2.b Idealised Me refined as rotating group: C29(H29A,H29B,H29C), C20(H20A,H20B,H20C), C30(H30A,H30B,H30C), C21(H21A,H21B, H21C) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -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 S2 S 0.56572(5) 0.0343(2) 0.52490(15) 0.0323(4) Uani 1 1 d . S1 S 0.57267(5) 0.4560(2) 0.09397(15) 0.0332(5) Uani 1 1 d . N1 N 0.76308(16) 0.3846(5) 0.1682(4) 0.0190(11) Uani 1 1 d . N2 N 0.75896(16) 0.1238(5) 0.4946(4) 0.0193(11) Uani 1 1 d . O2 O 0.55488(17) 0.3212(6) 0.0682(5) 0.0408(14) Uani 1 1 d . O3 O 0.54514(17) 0.0928(7) 0.4340(4) 0.0466(15) Uani 1 1 d . O1 O 0.56806(16) 0.5718(6) 0.0234(4) 0.0425(14) Uani 1 1 d . O4 O 0.55951(17) -0.1126(6) 0.5466(5) 0.0445(15) Uani 1 1 d . C22 C 0.8287(2) 0.3343(6) 0.2628(5) 0.0194(13) Uani 1 1 d . C23 C 0.7832(2) 0.3229(6) 0.2545(5) 0.0184(13) Uani 1 1 d . C26 C 0.82668(19) 0.1718(6) 0.4083(5) 0.0191(13) Uani 1 1 d . C31 C 0.8278(2) 0.0770(6) 0.5806(5) 0.0204(13) Uani 1 1 d . C32 C 0.7826(2) 0.0992(6) 0.5859(5) 0.0195(13) Uani 1 1 d . C25 C 0.7810(2) 0.1854(6) 0.4111(5) 0.0193(13) Uani 1 1 d . C11 C 0.7009(2) 0.5289(7) 0.1268(5) 0.0236(14) Uani 1 1 d . H11 H 0.720335 0.606467 0.119527 0.028 Uiso 1 1 calc R C24 C 0.7597(2) 0.2552(6) 0.3324(5) 0.0196(13) Uani 1 1 d . H24 H 0.728638 0.257209 0.331138 0.024 Uiso 1 1 calc R C13 C 0.7886(2) 0.4044(6) 0.0792(5) 0.0198(13) Uani 1 1 d . C18 C 0.8337(2) 0.4245(6) 0.0893(5) 0.0214(13) Uani 1 1 d . C9 C 0.6888(2) 0.2838(7) 0.1678(5) 0.0223(14) Uani 1 1 d . H9 H 0.699765 0.193913 0.187455 0.027 Uiso 1 1 calc R C28 C 0.8481(2) 0.0621(6) 0.4755(5) 0.0203(13) Uani 1 1 d . C41 C 0.6385(2) 0.1952(7) 0.4882(6) 0.0269(15) Uani 1 1 d . H41 H 0.618815 0.269396 0.472348 0.032 Uiso 1 1 calc R C42 C 0.6834(2) 0.2180(7) 0.4825(5) 0.0234(14) Uani 1 1 d . H42 H 0.694277 0.309383 0.466906 0.028 Uiso 1 1 calc R C12 C 0.6566(2) 0.5476(7) 0.1076(6) 0.0267(15) Uani 1 1 d . H12 H 0.645629 0.637056 0.087286 0.032 Uiso 1 1 calc R C27 C 0.8492(2) 0.2530(6) 0.3369(5) 0.0188(13) Uani 1 1 d . H27 H 0.880217 0.252625 0.338966 0.023 Uiso 1 1 calc R C19 C 0.85196(19) 0.4415(7) 0.1964(5) 0.0227(14) Uani 1 1 d . C39 C 0.6514(2) -0.0457(7) 0.5387(5) 0.0271(15) Uani 1 1 d . H39 H 0.640485 -0.134768 0.559908 0.033 Uiso 1 1 calc R C37 C 0.7121(2) 0.1075(6) 0.4997(5) 0.0210(14) Uani 1 1 d . C10 C 0.7173(2) 0.3982(6) 0.1564(5) 0.0186(13) Uani 1 1 d . C33 C 0.7617(2) 0.1063(7) 0.6816(5) 0.0254(15) Uani 1 1 d . H33 H 0.731056 0.120329 0.685045 0.030 Uiso 1 1 calc R C34 C 0.7853(2) 0.0932(7) 0.7691(5) 0.0291(15) Uani 1 1 d . H34 H 0.770818 0.096257 0.833274 0.035 Uiso 1 1 calc R C38 C 0.6960(2) -0.0248(7) 0.5292(5) 0.0228(13) Uani 1 1 d . H38 H 0.715616 -0.100118 0.542792 0.027 Uiso 1 1 calc R C14 C 0.7703(2) 0.3961(7) -0.0182(5) 0.0244(14) Uani 1 1 d . H14 H 0.739741 0.382624 -0.024967 0.029 Uiso 1 1 calc R C29 C 0.8361(2) -0.0836(6) 0.4309(5) 0.0225(14) Uani 1 1 d . H29A H 0.804317 -0.096028 0.433062 0.034 Uiso 1 1 calc GR H29B H 0.850110 -0.157949 0.471299 0.034 Uiso 1 1 calc GR H29C H 0.846154 -0.089430 0.359962 0.034 Uiso 1 1 calc GR C15 C 0.7956(3) 0.4069(7) -0.1042(6) 0.0325(17) Uani 1 1 d . H15 H 0.782407 0.403333 -0.169889 0.039 Uiso 1 1 calc R C8 C 0.6443(2) 0.3027(7) 0.1502(6) 0.0286(16) Uani 1 1 d . H8 H 0.624588 0.226381 0.159714 0.034 Uiso 1 1 calc R C16 C 0.8403(3) 0.4230(7) -0.0951(6) 0.0349(18) Uani 1 1 d . H16 H 0.858004 0.428346 -0.154553 0.042 Uiso 1 1 calc R C17 C 0.8590(2) 0.4312(7) -0.0001(5) 0.0257(15) Uani 1 1 d . H17 H 0.889788 0.441588 0.005331 0.031 Uiso 1 1 calc R C7 C 0.6288(2) 0.4327(7) 0.1189(5) 0.0250(15) Uani 1 1 d . C43 C 0.5489(2) 0.1360(8) 0.6298(6) 0.0291(16) Uani 1 1 d . C40 C 0.6227(2) 0.0641(7) 0.5171(5) 0.0264(15) Uani 1 1 d . C35 C 0.8304(2) 0.0753(7) 0.7656(6) 0.0305(16) Uani 1 1 d . H35 H 0.846825 0.068558 0.827004 0.037 Uiso 1 1 calc R C36 C 0.8512(2) 0.0674(7) 0.6722(5) 0.0257(15) Uani 1 1 d . H36 H 0.881944 0.055223 0.670029 0.031 Uiso 1 1 calc R C20 C 0.9017(2) 0.4257(8) 0.1998(6) 0.0331(17) Uani 1 1 d . H20A H 0.912208 0.448083 0.268542 0.050 Uiso 1 1 calc GR H20B H 0.914947 0.490591 0.150419 0.050 Uiso 1 1 calc GR H20C H 0.909643 0.328502 0.182434 0.050 Uiso 1 1 calc GR C30 C 0.8980(2) 0.0751(7) 0.4771(6) 0.0286(15) Uani 1 1 d . H30A H 0.909499 0.059857 0.408086 0.043 Uiso 1 1 calc GR H30B H 0.910229 0.004154 0.523466 0.043 Uiso 1 1 calc GR H30C H 0.906239 0.169583 0.500693 0.043 Uiso 1 1 calc GR C21 C 0.8397(2) 0.5894(7) 0.2378(6) 0.0266(15) Uani 1 1 d . H21A H 0.807871 0.599372 0.238964 0.040 Uiso 1 1 calc GR H21B H 0.852335 0.662093 0.193518 0.040 Uiso 1 1 calc GR H21C H 0.851217 0.600316 0.307249 0.040 Uiso 1 1 calc GR C5 C 0.5431(2) 0.4066(9) 0.2848(7) 0.0403(19) Uani 1 1 d . H5 H 0.545665 0.309196 0.268791 0.048 Uiso 1 1 calc R C44 C 0.5103(2) 0.2139(9) 0.6222(6) 0.0373(19) Uani 1 1 d . H44 H 0.493919 0.216919 0.560638 0.045 Uiso 1 1 calc R C6 C 0.5524(2) 0.5080(9) 0.2145(6) 0.0361(18) Uani 1 1 d . C45 C 0.4970(3) 0.2868(10) 0.7091(7) 0.044(2) Uani 1 1 d . H45 H 0.470928 0.340901 0.705897 0.053 Uiso 1 1 calc R C48 C 0.5716(2) 0.1276(8) 0.7217(6) 0.0346(17) Uani 1 1 d . H48 H 0.596835 0.069736 0.726751 0.042 Uiso 1 1 calc R C46 C 0.5196(3) 0.2842(9) 0.7979(7) 0.041(2) Uani 1 1 d . H46 H 0.509599 0.337408 0.854727 0.050 Uiso 1 1 calc R C47 C 0.5573(3) 0.2041(9) 0.8062(6) 0.0378(18) Uani 1 1 d . H47 H 0.573167 0.201399 0.868546 0.045 Uiso 1 1 calc R C1 C 0.5499(3) 0.6524(9) 0.2352(8) 0.047(2) Uani 1 1 d . H1 H 0.557501 0.719914 0.184566 0.057 Uiso 1 1 calc R C2 C 0.5360(3) 0.6954(11) 0.3317(8) 0.054(2) Uani 1 1 d . H2 H 0.533259 0.792996 0.347184 0.065 Uiso 1 1 calc R C3 C 0.5262(3) 0.5951(12) 0.4045(8) 0.059(3) Uani 1 1 d . H3 H 0.517183 0.623695 0.470706 0.071 Uiso 1 1 calc R C4 C 0.5295(3) 0.4514(13) 0.3813(8) 0.060(3) Uani 1 1 d . H4 H 0.522475 0.383367 0.431984 0.072 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 S2 0.0268(8) 0.0388(10) 0.0311(11) -0.0053(8) 0.0052(8) -0.0074(7) S1 0.0254(8) 0.0369(10) 0.0374(12) 0.0017(8) -0.0075(8) -0.0006(7) N1 0.020(2) 0.023(3) 0.014(3) 0.004(2) 0.001(2) -0.001(2) N2 0.019(2) 0.022(3) 0.017(3) 0.002(2) 0.005(2) 0.000(2) O2 0.036(3) 0.044(3) 0.042(4) -0.014(3) -0.006(3) -0.011(2) O3 0.032(3) 0.080(4) 0.028(3) -0.003(3) 0.001(2) -0.007(3) O1 0.036(3) 0.056(3) 0.036(3) 0.019(3) -0.009(3) 0.004(2) O4 0.038(3) 0.045(3) 0.050(4) -0.008(3) 0.012(3) -0.015(2) C22 0.020(3) 0.021(3) 0.016(4) 0.005(3) 0.002(3) -0.001(2) C23 0.022(3) 0.015(3) 0.018(3) 0.003(2) -0.001(3) 0.001(2) C26 0.021(3) 0.018(3) 0.018(3) 0.005(3) 0.000(3) -0.002(2) C31 0.026(3) 0.017(3) 0.018(4) 0.000(3) -0.004(3) -0.001(2) C32 0.029(3) 0.016(3) 0.013(3) 0.000(2) -0.002(3) 0.000(2) C25 0.026(3) 0.016(3) 0.016(3) 0.001(3) 0.000(3) -0.002(2) C11 0.026(3) 0.021(3) 0.024(4) 0.004(3) -0.003(3) -0.003(3) C24 0.021(3) 0.023(3) 0.015(4) 0.002(3) 0.003(3) -0.001(2) C13 0.028(3) 0.017(3) 0.015(3) 0.000(2) 0.004(3) -0.001(2) C18 0.027(3) 0.015(3) 0.021(4) 0.002(3) 0.006(3) 0.001(2) C9 0.023(3) 0.022(3) 0.022(4) 0.001(3) -0.003(3) 0.001(2) C28 0.029(3) 0.017(3) 0.016(3) 0.002(3) 0.000(3) 0.000(2) C41 0.027(3) 0.023(3) 0.031(4) 0.000(3) 0.007(3) 0.003(3) C42 0.028(3) 0.019(3) 0.024(4) -0.003(3) 0.007(3) -0.002(2) C12 0.027(3) 0.019(3) 0.034(4) 0.003(3) -0.013(3) 0.002(3) C27 0.020(3) 0.021(3) 0.016(4) 0.001(3) 0.002(3) -0.002(2) C19 0.020(3) 0.022(3) 0.026(4) 0.009(3) 0.002(3) -0.001(2) C39 0.036(3) 0.022(3) 0.024(4) 0.002(3) 0.010(3) -0.004(3) C37 0.025(3) 0.020(3) 0.017(4) -0.002(2) 0.007(3) 0.000(2) C10 0.024(3) 0.019(3) 0.013(3) -0.002(2) -0.005(3) 0.005(2) C33 0.033(3) 0.023(3) 0.020(4) -0.002(3) 0.008(3) -0.002(3) C34 0.048(4) 0.025(3) 0.015(4) -0.002(3) 0.002(3) 0.004(3) C38 0.030(3) 0.019(3) 0.020(3) 0.001(3) 0.006(3) 0.001(3) C14 0.036(3) 0.025(3) 0.012(3) 0.002(3) 0.002(3) -0.002(3) C29 0.028(3) 0.017(3) 0.022(4) 0.000(3) 0.003(3) 0.002(2) C15 0.053(5) 0.024(3) 0.020(4) 0.002(3) 0.003(3) 0.002(3) C8 0.025(3) 0.021(3) 0.039(5) 0.001(3) -0.007(3) -0.005(3) C16 0.051(4) 0.022(3) 0.032(4) 0.000(3) 0.016(4) -0.002(3) C17 0.032(3) 0.025(3) 0.020(4) 0.008(3) 0.008(3) -0.001(3) C7 0.022(3) 0.028(3) 0.025(4) -0.001(3) -0.003(3) 0.001(3) C43 0.021(3) 0.037(4) 0.028(4) -0.007(3) -0.004(3) 0.003(3) C40 0.027(3) 0.028(3) 0.025(4) -0.009(3) 0.009(3) -0.002(3) C35 0.045(4) 0.027(4) 0.020(4) -0.002(3) -0.007(3) -0.003(3) C36 0.033(3) 0.024(3) 0.020(4) -0.002(3) -0.011(3) 0.000(3) C20 0.020(3) 0.040(4) 0.040(5) 0.010(3) 0.000(3) -0.005(3) C30 0.025(3) 0.032(4) 0.028(4) 0.002(3) -0.005(3) 0.005(3) C21 0.032(3) 0.020(3) 0.028(4) 0.003(3) -0.003(3) -0.006(3) C5 0.037(4) 0.043(5) 0.041(5) 0.002(4) 0.001(4) 0.000(3) C44 0.031(4) 0.050(5) 0.031(5) -0.003(4) -0.001(3) 0.000(3) C6 0.026(3) 0.053(5) 0.029(4) -0.007(3) -0.005(3) -0.001(3) C45 0.035(4) 0.052(5) 0.047(6) -0.002(4) 0.004(4) 0.012(4) C48 0.033(4) 0.045(4) 0.026(4) 0.003(3) -0.001(3) 0.012(3) C46 0.035(4) 0.050(5) 0.038(5) -0.011(4) 0.010(4) -0.001(4) C47 0.040(4) 0.047(4) 0.026(4) -0.003(3) -0.001(3) 0.009(3) C1 0.037(4) 0.048(5) 0.058(6) -0.009(4) -0.002(4) 0.011(4) C2 0.046(5) 0.060(6) 0.055(7) -0.016(5) -0.006(5) 0.013(4) C3 0.041(5) 0.092(8) 0.045(6) -0.020(6) -0.001(4) 0.023(5) C4 0.061(6) 0.079(7) 0.040(6) 0.003(5) 0.000(5) 0.013(5) 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' N N 0.0061 0.0033 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _citation_id _citation_doi _citation_year 1 10.1039/C9CC08679J 2019 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O3 S2 C43 107.7(4) O3 S2 C40 108.6(3) O4 S2 O3 118.3(4) O4 S2 C43 109.8(4) O4 S2 C40 107.3(3) C43 S2 C40 104.3(3) O2 S1 O1 119.5(4) O2 S1 C7 107.7(3) O2 S1 C6 109.1(4) O1 S1 C7 108.0(3) O1 S1 C6 109.0(4) C7 S1 C6 102.2(3) C23 N1 C13 118.2(5) C23 N1 C10 123.8(5) C13 N1 C10 116.4(5) C32 N2 C37 116.8(5) C25 N2 C32 118.5(5) C25 N2 C37 123.7(5) C23 C22 C19 118.3(5) C27 C22 C23 117.4(6) C27 C22 C19 124.1(5) C22 C23 N1 117.6(6) C22 C23 C24 119.3(6) C24 C23 N1 123.0(5) C25 C26 C28 118.7(5) C27 C26 C25 117.3(6) C27 C26 C28 123.7(5) C32 C31 C28 117.7(6) C36 C31 C32 118.2(6) C36 C31 C28 124.1(6) C31 C32 N2 119.2(6) C31 C32 C33 119.9(6) C33 C32 N2 120.8(5) C26 C25 N2 117.2(6) C24 C25 N2 123.2(5) C24 C25 C26 119.6(6) C12 C11 H11 119.5 C10 C11 H11 119.5 C10 C11 C12 121.0(6) C23 C24 H24 119.5 C25 C24 C23 121.0(6) C25 C24 H24 119.5 C18 C13 N1 119.0(6) C14 C13 N1 121.6(5) C14 C13 C18 119.3(6) C13 C18 C19 117.7(6) C13 C18 C17 118.1(6) C17 C18 C19 124.3(6) C10 C9 H9 120.3 C8 C9 H9 120.3 C8 C9 C10 119.4(6) C26 C28 C31 106.6(5) C26 C28 C29 106.9(5) C26 C28 C30 112.7(5) C31 C28 C29 109.1(5) C31 C28 C30 113.0(6) C30 C28 C29 108.4(5) C42 C41 H41 120.0 C40 C41 H41 120.0 C40 C41 C42 120.0(6) C41 C42 H42 120.0 C37 C42 C41 120.0(6) C37 C42 H42 120.0 C11 C12 H12 120.7 C7 C12 C11 118.5(6) C7 C12 H12 120.7 C22 C27 C26 123.5(6) C22 C27 H27 118.3 C26 C27 H27 118.3 C22 C19 C18 106.6(5) C22 C19 C20 112.7(5) C22 C19 C21 107.0(5) C18 C19 C20 112.4(6) C18 C19 C21 109.3(5) C20 C19 C21 108.6(6) C38 C39 H39 120.1 C38 C39 C40 119.9(6) C40 C39 H39 120.1 C42 C37 N2 122.8(5) C42 C37 C38 119.7(6) C38 C37 N2 117.3(5) C11 C10 N1 117.9(5) C11 C10 C9 119.8(6) C9 C10 N1 122.3(5) C32 C33 H33 119.8 C34 C33 C32 120.4(6) C34 C33 H33 119.8 C33 C34 H34 119.7 C33 C34 C35 120.6(7) C35 C34 H34 119.7 C39 C38 C37 120.0(6) C39 C38 H38 120.0 C37 C38 H38 120.0 C13 C14 H14 119.3 C15 C14 C13 121.5(6) C15 C14 H14 119.3 C28 C29 H29A 109.5 C28 C29 H29B 109.5 C28 C29 H29C 109.5 H29A C29 H29B 109.5 H29A C29 H29C 109.5 H29B C29 H29C 109.5 C14 C15 H15 120.2 C14 C15 C16 119.7(7) C16 C15 H15 120.2 C9 C8 H8 120.0 C7 C8 C9 119.9(6) C7 C8 H8 120.0 C15 C16 H16 120.0 C17 C16 C15 119.9(7) C17 C16 H16 120.0 C18 C17 H17 119.2 C16 C17 C18 121.5(6) C16 C17 H17 119.2 C12 C7 S1 118.6(5) C8 C7 S1 120.0(5) C8 C7 C12 121.3(6) C44 C43 S2 118.8(6) C48 C43 S2 119.9(5) C48 C43 C44 120.9(7) C41 C40 S2 120.3(5) C41 C40 C39 120.3(6) C39 C40 S2 119.5(5) C34 C35 H35 120.3 C36 C35 C34 119.5(7) C36 C35 H35 120.3 C31 C36 H36 119.3 C35 C36 C31 121.4(6) C35 C36 H36 119.3 C19 C20 H20A 109.5 C19 C20 H20B 109.5 C19 C20 H20C 109.5 H20A C20 H20B 109.5 H20A C20 H20C 109.5 H20B C20 H20C 109.5 C28 C30 H30A 109.5 C28 C30 H30B 109.5 C28 C30 H30C 109.5 H30A C30 H30B 109.5 H30A C30 H30C 109.5 H30B C30 H30C 109.5 C19 C21 H21A 109.5 C19 C21 H21B 109.5 C19 C21 H21C 109.5 H21A C21 H21B 109.5 H21A C21 H21C 109.5 H21B C21 H21C 109.5 C6 C5 H5 121.3 C6 C5 C4 117.4(9) C4 C5 H5 121.3 C43 C44 H44 121.6 C45 C44 C43 116.8(8) C45 C44 H44 121.6 C5 C6 S1 118.8(6) C5 C6 C1 123.3(9) C1 C6 S1 117.8(7) C44 C45 H45 118.5 C46 C45 C44 122.9(8) C46 C45 H45 118.5 C43 C48 H48 120.0 C43 C48 C47 120.0(7) C47 C48 H48 120.0 C45 C46 H46 119.9 C45 C46 C47 120.3(8) C47 C46 H46 119.9 C48 C47 H47 120.5 C46 C47 C48 118.9(8) C46 C47 H47 120.5 C6 C1 H1 120.7 C2 C1 C6 118.6(10) C2 C1 H1 120.7 C1 C2 H2 120.3 C3 C2 C1 119.4(9) C3 C2 H2 120.3 C2 C3 H3 119.8 C2 C3 C4 120.4(10) C4 C3 H3 119.8 C5 C4 C3 120.9(11) C5 C4 H4 119.5 C3 C4 H4 119.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S2 O3 1.456(6) S2 O4 1.433(6) S2 C43 1.755(8) S2 C40 1.770(6) S1 O2 1.428(5) S1 O1 1.442(5) S1 C7 1.764(7) S1 C6 1.766(8) N1 C23 1.414(8) N1 C13 1.415(8) N1 C10 1.417(8) N2 C32 1.417(8) N2 C25 1.411(8) N2 C37 1.444(8) C22 C23 1.402(9) C22 C27 1.389(9) C22 C19 1.514(8) C23 C24 1.404(9) C26 C25 1.405(8) C26 C28 1.512(8) C26 C27 1.394(8) C31 C32 1.401(9) C31 C28 1.517(9) C31 C36 1.400(9) C32 C33 1.409(9) C25 C24 1.388(9) C11 H11 0.9500 C11 C12 1.391(9) C11 C10 1.391(9) C24 H24 0.9500 C13 C18 1.402(9) C13 C14 1.393(9) C18 C19 1.518(10) C18 C17 1.405(9) C9 H9 0.9500 C9 C10 1.398(9) C9 C8 1.396(9) C28 C29 1.545(8) C28 C30 1.533(8) C41 H41 0.9500 C41 C42 1.392(9) C41 C40 1.386(9) C42 H42 0.9500 C42 C37 1.387(9) C12 H12 0.9500 C12 C7 1.391(9) C27 H27 0.9500 C19 C20 1.529(8) C19 C21 1.549(9) C39 H39 0.9500 C39 C38 1.384(9) C39 C40 1.392(10) C37 C38 1.402(9) C33 H33 0.9500 C33 C34 1.359(10) C34 H34 0.9500 C34 C35 1.394(10) C38 H38 0.9500 C14 H14 0.9500 C14 C15 1.370(10) C29 H29A 0.9800 C29 H29B 0.9800 C29 H29C 0.9800 C15 H15 0.9500 C15 C16 1.383(11) C8 H8 0.9500 C8 C7 1.381(9) C16 H16 0.9500 C16 C17 1.372(11) C17 H17 0.9500 C43 C44 1.397(10) C43 C48 1.391(11) C35 H35 0.9500 C35 C36 1.379(10) C36 H36 0.9500 C20 H20A 0.9800 C20 H20B 0.9800 C20 H20C 0.9800 C30 H30A 0.9800 C30 H30B 0.9800 C30 H30C 0.9800 C21 H21A 0.9800 C21 H21B 0.9800 C21 H21C 0.9800 C5 H5 0.9500 C5 C6 1.360(12) C5 C4 1.396(13) C44 H44 0.9500 C44 C45 1.392(12) C6 C1 1.398(12) C45 H45 0.9500 C45 C46 1.353(12) C48 H48 0.9500 C48 C47 1.394(11) C46 H46 0.9500 C46 C47 1.386(11) C47 H47 0.9500 C1 H1 0.9500 C1 C2 1.394(14) C2 H2 0.9500 C2 C3 1.379(15) C3 H3 0.9500 C3 C4 1.398(15) C4 H4 0.9500