#------------------------------------------------------------------------------ #$Date: 2019-11-30 03:27:22 +0200 (Sat, 30 Nov 2019) $ #$Revision: 244816 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/56/7125632.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_7125632 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_formula_moiety 'C49 H42 N2 O4 S2' _chemical_formula_sum 'C49 H42 N2 O4 S2' _chemical_formula_weight 786.96 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_block_doi 10.5517/ccdc.csd.cc23tmq9 _audit_creation_date 2019-07-18 _audit_creation_method ; Olex2 1.2-ac3 (compiled 2017.01.05 svn.r3372 for Rigaku Oxford Diffraction, GUI svn.r5289) ; _audit_update_record ; 2019-10-24 deposited with the CCDC. 2019-11-29 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 91.6300(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.61240(10) _cell_length_b 11.87010(10) _cell_length_c 24.4095(2) _cell_measurement_reflns_used 14856 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 75.5490 _cell_measurement_theta_min 3.2470 _cell_volume 3942.50(5) _computing_cell_refinement 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_data_collection 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_data_reduction 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _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 85.00 117.00 0.50 0.09 -- 109.88 -46.00 117.00 64 2 \w 86.00 178.00 0.50 0.09 -- 109.88 30.00 0.00 184 3 \w 113.00 139.00 0.50 0.09 -- 109.88 61.00 120.00 52 4 \w 94.00 176.00 0.50 0.09 -- 109.88 46.00 -92.00 164 5 \w 135.00 173.00 0.50 0.09 -- 109.88 61.00-180.00 76 6 \w 88.00 178.00 0.50 0.09 -- 109.88 45.00-120.00 180 7 \w 89.00 131.00 0.50 0.09 -- 109.88 61.00-180.00 84 8 \w 36.00 106.00 0.50 0.09 -- 109.88 -94.00 30.00 140 9 \w 58.00 87.00 0.50 0.05 -- 43.30-125.00 -30.00 58 10 \w 39.00 115.00 0.50 0.09 -- 109.88-125.00 -30.00 152 11 \w 40.00 76.00 0.50 0.09 -- 109.88 -94.00 90.00 72 12 \w 36.00 106.00 0.50 0.09 -- 109.88 -94.00 150.00 140 13 \w -7.00 18.00 0.50 0.05 -- 43.30 -46.00 117.00 50 14 \w -65.00 32.00 0.50 0.05 -- -43.30 46.00 -92.00 194 15 \w -65.00 -17.00 0.50 0.09 -- -90.25 125.00 0.00 96 16 \w -112.00 -58.00 0.50 0.09 -- -90.25 46.00 -92.00 108 17 \w -118.00 -33.00 0.50 0.05 -- -43.30 -46.00 117.00 170 18 \w -117.00 -92.00 0.50 0.05 -- -43.30-125.00 -90.00 50 19 \w -116.00 -86.00 0.50 0.05 -- -43.30-125.00-120.00 60 20 \w -141.00-116.00 0.50 0.09 -- -90.25 -46.00 117.00 50 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0202807000 _diffrn_orient_matrix_UB_12 0.0721859000 _diffrn_orient_matrix_UB_13 0.0508991000 _diffrn_orient_matrix_UB_21 0.1113535000 _diffrn_orient_matrix_UB_22 0.0158478000 _diffrn_orient_matrix_UB_23 0.0102396000 _diffrn_orient_matrix_UB_31 -0.0027407000 _diffrn_orient_matrix_UB_32 0.1066706000 _diffrn_orient_matrix_UB_33 -0.0359438000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_unetI/netI 0.0324 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 25030 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 67.060 _diffrn_reflns_theta_max 67.060 _diffrn_reflns_theta_min 3.248 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'PhotonJet (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 1.617 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.77321 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.326 _exptl_crystal_description block _exptl_crystal_F_000 1656 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.250 _refine_diff_density_min -0.477 _refine_diff_density_rms 0.062 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 519 _refine_ls_number_reflns 7049 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.055 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0357 _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^)+(0.0456P)^2^+2.0386P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0898 _refine_ls_wR_factor_ref 0.0941 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6462 _reflns_number_total 7049 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL cdy-1_a.res in P2(1)/c cdy-1.res created by SHELXL-2018/1 at 02:00:59 on 18-Jul-2019 REM Old TITL cdy-1 in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.245, Rweak 0.012, Alpha 0.025, Orientation as input REM Formula found by SHELXT: C49 N2 O4 S2 CELL 1.54184 13.6124 11.8701 24.4095 90 91.63 90 ZERR 4 0.0001 0.0001 0.0002 0 0.001 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O S UNIT 196 168 8 16 8 L.S. 10 PLAN 20 BOND $H list 4 fmap 2 acta SHEL 999 0.837 REM REM REM WGHT 0.045600 2.038600 FVAR 0.30880 S001 5 0.122299 0.245634 0.642741 11.00000 0.01084 0.01720 = 0.01556 -0.00276 0.00066 0.00006 S002 5 0.244934 0.281706 0.379135 11.00000 0.01403 0.02027 = 0.01654 0.00138 -0.00472 0.00119 O003 4 0.080573 0.156932 0.675012 11.00000 0.01623 0.01733 = 0.02875 -0.00292 0.00560 -0.00231 O004 4 0.236157 0.276986 0.320207 11.00000 0.02281 0.03082 = 0.01723 0.00506 -0.00749 -0.00385 O005 4 0.098847 0.251587 0.584801 11.00000 0.01669 0.03223 = 0.01702 -0.00668 -0.00270 0.00302 O006 4 0.199448 0.372811 0.407972 11.00000 0.01900 0.02354 = 0.03245 -0.00308 -0.00619 0.00615 N007 3 0.649067 0.209875 0.467789 11.00000 0.01201 0.01988 = 0.01100 -0.00278 -0.00035 -0.00069 N008 3 0.557442 0.188399 0.659939 11.00000 0.01112 0.01591 = 0.01312 0.00172 0.00019 -0.00095 C009 1 0.455829 0.208300 0.658542 11.00000 0.01278 0.01111 = 0.01483 -0.00209 -0.00003 -0.00052 C00A 1 0.665159 0.239451 0.524342 11.00000 0.01218 0.01477 = 0.01178 -0.00156 -0.00088 0.00249 C00B 1 0.559657 0.238806 0.441614 11.00000 0.01238 0.01657 = 0.01469 0.00116 -0.00065 -0.00271 C00C 1 0.250985 0.236927 0.650850 11.00000 0.01083 0.01482 = 0.01582 -0.00249 0.00012 0.00058 C00D 1 0.618684 0.230037 0.617723 11.00000 0.01038 0.01218 = 0.01403 0.00155 0.00087 0.00156 C00E 1 0.737017 0.186656 0.438998 11.00000 0.01396 0.01621 = 0.01151 0.00170 -0.00040 0.00213 C00F 1 0.395483 0.174283 0.701355 11.00000 0.01644 0.01629 = 0.01288 0.00097 -0.00087 0.00096 AFIX 43 H00F 2 0.423721 0.142645 0.732902 11.00000 -1.20000 AFIX 0 C00G 1 0.757284 0.341804 0.592908 11.00000 0.01127 0.01202 = 0.01537 -0.00107 -0.00118 -0.00060 AFIX 43 H00G 2 0.810435 0.387376 0.602839 11.00000 -1.20000 AFIX 0 C00H 1 0.694411 0.304457 0.633010 11.00000 0.01302 0.01161 = 0.01267 -0.00040 -0.00115 0.00237 C00I 1 0.085290 0.374475 0.672289 11.00000 0.00903 0.01765 = 0.01648 -0.00066 0.00054 -0.00041 C00J 1 0.294301 0.187429 0.697018 11.00000 0.01571 0.01698 = 0.01430 0.00065 0.00409 -0.00046 AFIX 43 H00J 2 0.255198 0.162875 0.725275 11.00000 -1.20000 AFIX 0 C00K 1 0.805074 0.353733 0.491133 11.00000 0.01317 0.01470 = 0.01203 0.00075 -0.00081 -0.00095 C00L 1 0.606951 0.189752 0.564170 11.00000 0.01047 0.01426 = 0.01479 -0.00016 -0.00144 0.00066 C00M 1 0.611226 0.157128 0.708888 11.00000 0.01117 0.01899 = 0.01240 0.00054 0.00065 0.00349 C00N 1 0.087832 0.386671 0.729162 11.00000 0.01714 0.01847 = 0.01553 0.00276 -0.00166 0.00120 AFIX 43 H00N 2 0.113770 0.330227 0.751690 11.00000 -1.20000 AFIX 0 C00O 1 0.686895 0.229338 0.726853 11.00000 0.01306 0.01938 = 0.01298 -0.00077 0.00271 0.00198 C00P 1 0.741933 0.312014 0.537985 11.00000 0.01127 0.01159 = 0.01343 -0.00008 -0.00005 0.00156 C00Q 1 0.818280 0.255235 0.451487 11.00000 0.01464 0.01451 = 0.01133 0.00225 -0.00160 0.00214 C00R 1 0.310268 0.277435 0.609589 11.00000 0.01760 0.01816 = 0.01504 0.00350 -0.00045 0.00287 AFIX 43 H00R 2 0.281892 0.313166 0.579147 11.00000 -1.20000 AFIX 0 C00S 1 0.832016 0.073485 0.378438 11.00000 0.02559 0.01671 = 0.01572 -0.00259 -0.00026 0.00678 AFIX 43 H00S 2 0.836317 0.014708 0.353429 11.00000 -1.20000 AFIX 0 C00T 1 0.047418 0.457991 0.638130 11.00000 0.01194 0.02248 = 0.01543 0.00313 -0.00065 -0.00204 AFIX 43 H00T 2 0.046687 0.448729 0.600288 11.00000 -1.20000 AFIX 0 C00U 1 0.704205 0.337143 0.693803 11.00000 0.01506 0.01675 = 0.01258 -0.00210 0.00011 -0.00180 C00V 1 0.438363 0.221340 0.367775 11.00000 0.01957 0.02420 = 0.01210 -0.00170 -0.00289 -0.00148 AFIX 43 H00V 2 0.420581 0.195326 0.332949 11.00000 -1.20000 AFIX 0 C00W 1 0.369940 0.278311 0.398605 11.00000 0.01444 0.01973 = 0.01649 0.00106 -0.00358 -0.00077 C00X 1 0.492925 0.306711 0.469600 11.00000 0.01899 0.02079 = 0.01182 -0.00403 -0.00195 0.00121 AFIX 43 H00X 2 0.512538 0.340280 0.502554 11.00000 -1.20000 AFIX 0 C00Y 1 0.743927 0.094935 0.403925 11.00000 0.01897 0.01628 = 0.01523 -0.00043 -0.00174 0.00000 AFIX 43 H00Y 2 0.689962 0.048215 0.397549 11.00000 -1.20000 AFIX 0 C00Z 1 0.903975 0.400381 0.512434 11.00000 0.01536 0.01967 = 0.01447 -0.00023 0.00154 -0.00638 AFIX 137 H00A 2 0.892792 0.462233 0.536817 11.00000 -1.50000 H00B 2 0.941436 0.425952 0.482108 11.00000 -1.50000 H00C 2 0.939638 0.342174 0.531717 11.00000 -1.50000 AFIX 0 C010 1 0.906900 0.228905 0.427313 11.00000 0.01555 0.01909 = 0.01663 0.00249 0.00104 0.00098 AFIX 43 H010 2 0.962614 0.271398 0.435947 11.00000 -1.20000 AFIX 0 C011 1 0.398690 0.324326 0.448899 11.00000 0.01773 0.02247 = 0.01710 -0.00246 -0.00041 0.00324 AFIX 43 H011 2 0.354524 0.366937 0.468597 11.00000 -1.20000 AFIX 0 C012 1 0.593694 0.055356 0.735117 11.00000 0.01408 0.01956 = 0.02266 0.00377 0.00223 0.00141 AFIX 43 H012 2 0.544972 0.007056 0.721605 11.00000 -1.20000 AFIX 0 C013 1 0.410728 0.264679 0.613791 11.00000 0.01542 0.02008 = 0.01573 0.00436 0.00302 -0.00002 AFIX 43 H013 2 0.449590 0.293937 0.586482 11.00000 -1.20000 AFIX 0 C014 1 0.539647 0.093094 0.549925 11.00000 0.01720 0.01920 = 0.01759 -0.00261 0.00039 -0.00534 AFIX 137 H01A 2 0.477471 0.121760 0.536644 11.00000 -1.50000 H01B 2 0.530021 0.048021 0.581984 11.00000 -1.50000 H01C 2 0.568456 0.047757 0.522049 11.00000 -1.50000 AFIX 0 C015 1 0.913264 0.139995 0.390456 11.00000 0.01839 0.02343 = 0.01822 0.00179 0.00435 0.00710 AFIX 43 H015 2 0.972487 0.125176 0.373795 11.00000 -1.20000 AFIX 0 C016 1 0.750098 0.450094 0.460730 11.00000 0.02025 0.01452 = 0.01641 0.00060 0.00167 0.00167 AFIX 137 H01D 2 0.686838 0.423779 0.447915 11.00000 -1.50000 H01E 2 0.787507 0.474071 0.430083 11.00000 -1.50000 H01F 2 0.741791 0.512299 0.485302 11.00000 -1.50000 AFIX 0 C017 1 0.010554 0.555732 0.661130 11.00000 0.01356 0.01858 = 0.02633 0.00690 -0.00102 0.00099 AFIX 43 H017 2 -0.015222 0.612320 0.638634 11.00000 -1.20000 AFIX 0 C018 1 0.012120 0.569034 0.717438 11.00000 0.01682 0.01778 = 0.02762 -0.00167 0.00423 0.00315 AFIX 43 H018 2 -0.012778 0.634493 0.732717 11.00000 -1.20000 AFIX 0 C019 1 0.623179 0.423254 0.707089 11.00000 0.02298 0.01579 = 0.01910 -0.00327 0.00382 -0.00026 AFIX 137 H01G 2 0.632555 0.490678 0.686157 11.00000 -1.50000 H01H 2 0.626712 0.440944 0.745471 11.00000 -1.50000 H01I 2 0.559921 0.391647 0.697895 11.00000 -1.50000 AFIX 0 C01A 1 0.198471 0.154019 0.405214 11.00000 0.01104 0.02280 = 0.01990 0.00365 -0.00293 0.00109 C01B 1 0.532633 0.202991 0.388414 11.00000 0.01680 0.02258 = 0.01425 -0.00352 0.00071 0.00021 AFIX 43 H01J 2 0.578393 0.166769 0.366989 11.00000 -1.20000 AFIX 0 C01C 1 0.050808 0.484838 0.751279 11.00000 0.02103 0.02289 = 0.01667 -0.00298 0.00262 0.00031 AFIX 43 H01K 2 0.051832 0.494524 0.789098 11.00000 -1.20000 AFIX 0 C01D 1 0.649200 0.026213 0.781518 11.00000 0.02040 0.02722 = 0.02554 0.01231 0.00441 0.00581 AFIX 43 H01L 2 0.637041 -0.040975 0.799715 11.00000 -1.20000 AFIX 0 C01E 1 0.162194 0.151799 0.458018 11.00000 0.01605 0.03765 = 0.01824 0.00088 -0.00353 0.00216 AFIX 43 H01M 2 0.162704 0.216474 0.479528 11.00000 -1.20000 AFIX 0 C01F 1 0.200229 0.057591 0.372895 11.00000 0.01732 0.02471 = 0.02457 0.00170 0.00050 0.00442 AFIX 43 H01N 2 0.226203 0.059776 0.338081 11.00000 -1.20000 AFIX 0 C01G 1 0.803622 0.391053 0.707857 11.00000 0.02082 0.02830 = 0.01304 -0.00443 -0.00063 -0.00722 AFIX 137 H01O 2 0.855240 0.339141 0.699646 11.00000 -1.50000 H01P 2 0.807117 0.409492 0.746156 11.00000 -1.50000 H01Q 2 0.811003 0.458417 0.686602 11.00000 -1.50000 AFIX 0 C01H 1 0.742416 0.197588 0.773169 11.00000 0.01414 0.03237 = 0.01757 0.00010 -0.00147 0.00034 AFIX 43 H01R 2 0.793270 0.243835 0.785901 11.00000 -1.20000 AFIX 0 C01I 1 0.722911 0.097950 0.800566 11.00000 0.01978 0.04100 = 0.02008 0.01093 -0.00270 0.00674 AFIX 43 H01S 2 0.759605 0.079162 0.831966 11.00000 -1.20000 AFIX 0 C01J 1 0.125347 0.051413 0.477868 11.00000 0.02059 0.04951 = 0.02330 0.01469 0.00023 -0.00007 AFIX 43 H01T 2 0.100848 0.048543 0.513020 11.00000 -1.20000 AFIX 0 C01K 1 0.124785 -0.044643 0.445683 11.00000 0.02304 0.03281 = 0.04313 0.02202 -0.00195 0.00248 AFIX 43 H01U 2 0.098954 -0.111375 0.459101 11.00000 -1.20000 AFIX 0 C01L 1 0.162617 -0.041814 0.393449 11.00000 0.02562 0.02103 = 0.04246 0.00411 -0.00138 0.00535 AFIX 43 H01V 2 0.162709 -0.106841 0.372198 11.00000 -1.20000 AFIX 0 HKLF 4 REM cdy-1_a.res in P2(1)/c REM R1 = 0.0357 for 6462 Fo > 4sig(Fo) and 0.0415 for all 7049 data REM 519 parameters refined using 0 restraints END WGHT 0.0455 2.0369 REM Highest difference peak 0.250, deepest hole -0.477, 1-sigma level 0.062 Q1 1 0.6982 0.2812 0.7075 11.00000 0.05 0.25 Q2 1 0.1020 0.3189 0.6589 11.00000 0.05 0.24 Q3 1 0.8116 0.3120 0.4707 11.00000 0.05 0.23 Q4 1 0.7854 0.4006 0.4784 11.00000 0.05 0.22 Q5 1 0.7005 0.3189 0.6627 11.00000 0.05 0.22 Q6 1 0.7784 0.5816 0.3871 11.00000 0.05 0.21 Q7 1 0.6982 0.0001 0.4127 11.00000 0.05 0.20 Q8 1 0.7837 0.1013 0.3883 11.00000 0.05 0.20 Q9 1 0.4274 0.1648 0.6758 11.00000 0.05 0.20 Q10 1 0.2002 0.2319 0.6485 11.00000 0.05 0.20 Q11 1 0.7332 0.1571 0.4099 11.00000 0.05 0.20 Q12 1 0.7825 0.0163 0.8250 11.00000 0.05 0.20 Q13 1 0.5399 -0.0135 0.7043 11.00000 0.05 0.20 Q14 1 0.8713 0.0898 0.3996 11.00000 0.05 0.19 Q15 1 0.0978 0.4346 0.6593 11.00000 0.05 0.19 Q16 1 0.1238 0.3971 0.7012 11.00000 0.05 0.19 Q17 1 0.3206 0.2661 0.3960 11.00000 0.05 0.18 Q18 1 0.8039 0.0519 0.8355 11.00000 0.05 0.18 Q19 1 0.0802 -0.1555 0.4383 11.00000 0.05 0.18 Q20 1 0.2219 0.2056 0.3945 11.00000 0.05 0.18 REM The information below was added by Olex2. REM REM R1 = 0.0357 for 6462 Fo > 4sig(Fo) and 0.0415 for all 27407 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.25, deepest hole -0.48 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0415 REM R1_gt = 0.0357 REM wR_ref = 0.0941 REM GOOF = 1.055 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 27407 REM Reflections_gt = 6462 REM Parameters = n/a REM Hole = -0.48 REM Peak = 0.25 REM Flack = n/a ; _cod_data_source_file c9cc08679j2.cif _cod_data_source_block cdy-1 _cod_database_code 7125632 _shelx_shelxl_version_number 2018/1 _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. ; _diffrn_oxdiff_ac3_digest_frames ; 01858e3f5100dd3683cc8c10d26a80b14302144e21e ; _diffrn_oxdiff_ac3_digest_hkl ; 017d8c15c03495da242710023cb90e427efb80 ; _reflns_odcompleteness_completeness 99.96 _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 2.a Aromatic/amide H refined with riding coordinates: C00F(H00F), C00G(H00G), C00J(H00J), C00N(H00N), C00R(H00R), C00S(H00S), C00T(H00T), C00V(H00V), C00X(H00X), C00Y(H00Y), C010(H010), C011(H011), C012(H012), C013(H013), C015(H015), C017(H017), C018(H018), C01B(H01J), C01C(H01K), C01D(H01L), C01E(H01M), C01F(H01N), C01H(H01R), C01I(H01S), C01J(H01T), C01K(H01U), C01L(H01V) 2.b Idealised Me refined as rotating group: C00Z(H00A,H00B,H00C), C014(H01A,H01B,H01C), C016(H01D,H01E,H01F), C019(H01G, H01H,H01I), C01G(H01O,H01P,H01Q) ; _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 1.321 _oxdiff_exptl_absorpt_empirical_full_min 0.661 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn S001 S 0.12230(2) 0.24563(3) 0.64274(2) 0.01453(10) Uani 1 1 d . S002 S 0.24493(3) 0.28171(3) 0.37914(2) 0.01705(10) Uani 1 1 d . O003 O 0.08057(8) 0.15693(9) 0.67501(5) 0.0207(2) Uani 1 1 d . O004 O 0.23616(8) 0.27699(10) 0.32021(4) 0.0238(3) Uani 1 1 d . O005 O 0.09885(8) 0.25159(10) 0.58480(4) 0.0220(2) Uani 1 1 d . O006 O 0.19945(8) 0.37281(10) 0.40797(5) 0.0251(3) Uani 1 1 d . N007 N 0.64907(9) 0.20988(11) 0.46779(5) 0.0143(3) Uani 1 1 d . N008 N 0.55744(9) 0.18840(10) 0.65994(5) 0.0134(2) Uani 1 1 d . C009 C 0.45583(10) 0.20830(12) 0.65854(6) 0.0129(3) Uani 1 1 d . C00A C 0.66516(10) 0.23945(12) 0.52434(6) 0.0129(3) Uani 1 1 d . C00B C 0.55966(11) 0.23881(13) 0.44161(6) 0.0146(3) Uani 1 1 d . C00C C 0.25099(10) 0.23693(12) 0.65085(6) 0.0138(3) Uani 1 1 d . C00D C 0.61868(10) 0.23004(12) 0.61772(6) 0.0122(3) Uani 1 1 d . C00E C 0.73702(10) 0.18666(13) 0.43900(6) 0.0139(3) Uani 1 1 d . C00F C 0.39548(11) 0.17428(12) 0.70136(6) 0.0152(3) Uani 1 1 d . H00F H 0.423721 0.142645 0.732902 0.018 Uiso 1 1 calc R C00G C 0.75728(10) 0.34180(12) 0.59291(6) 0.0129(3) Uani 1 1 d . H00G H 0.810435 0.387376 0.602839 0.015 Uiso 1 1 calc R C00H C 0.69441(10) 0.30446(12) 0.63301(6) 0.0125(3) Uani 1 1 d . C00I C 0.08529(10) 0.37448(13) 0.67229(6) 0.0144(3) Uani 1 1 d . C00J C 0.29430(11) 0.18743(13) 0.69702(6) 0.0156(3) Uani 1 1 d . H00J H 0.255198 0.162875 0.725275 0.019 Uiso 1 1 calc R C00K C 0.80507(10) 0.35373(12) 0.49113(6) 0.0133(3) Uani 1 1 d . C00L C 0.60695(10) 0.18975(12) 0.56417(6) 0.0132(3) Uani 1 1 d . C00M C 0.61123(10) 0.15713(13) 0.70889(6) 0.0142(3) Uani 1 1 d . C00N C 0.08783(11) 0.38667(13) 0.72916(6) 0.0171(3) Uani 1 1 d . H00N H 0.113770 0.330227 0.751690 0.021 Uiso 1 1 calc R C00O C 0.68690(11) 0.22934(13) 0.72685(6) 0.0151(3) Uani 1 1 d . C00P C 0.74193(10) 0.31201(12) 0.53799(6) 0.0121(3) Uani 1 1 d . C00Q C 0.81828(11) 0.25524(12) 0.45149(6) 0.0135(3) Uani 1 1 d . C00R C 0.31027(11) 0.27744(13) 0.60959(6) 0.0169(3) Uani 1 1 d . H00R H 0.281892 0.313166 0.579147 0.020 Uiso 1 1 calc R C00S C 0.83202(12) 0.07348(13) 0.37844(6) 0.0194(3) Uani 1 1 d . H00S H 0.836317 0.014708 0.353429 0.023 Uiso 1 1 calc R C00T C 0.04742(10) 0.45799(13) 0.63813(6) 0.0166(3) Uani 1 1 d . H00T H 0.046687 0.448729 0.600288 0.020 Uiso 1 1 calc R C00U C 0.70420(11) 0.33714(12) 0.69380(6) 0.0148(3) Uani 1 1 d . C00V C 0.43836(12) 0.22134(14) 0.36777(6) 0.0187(3) Uani 1 1 d . H00V H 0.420581 0.195326 0.332949 0.022 Uiso 1 1 calc R C00W C 0.36994(11) 0.27831(13) 0.39861(6) 0.0170(3) Uani 1 1 d . C00X C 0.49293(11) 0.30671(13) 0.46960(6) 0.0172(3) Uani 1 1 d . H00X H 0.512538 0.340280 0.502554 0.021 Uiso 1 1 calc R C00Y C 0.74393(11) 0.09494(13) 0.40392(6) 0.0169(3) Uani 1 1 d . H00Y H 0.689962 0.048215 0.397549 0.020 Uiso 1 1 calc R C00Z C 0.90398(11) 0.40038(13) 0.51243(6) 0.0165(3) Uani 1 1 d . H00A H 0.892792 0.462233 0.536817 0.025 Uiso 1 1 calc GR H00B H 0.941436 0.425952 0.482108 0.025 Uiso 1 1 calc GR H00C H 0.939638 0.342174 0.531717 0.025 Uiso 1 1 calc GR C010 C 0.90690(11) 0.22891(13) 0.42731(6) 0.0171(3) Uani 1 1 d . H010 H 0.962614 0.271398 0.435947 0.020 Uiso 1 1 calc R C011 C 0.39869(11) 0.32433(14) 0.44890(6) 0.0191(3) Uani 1 1 d . H011 H 0.354524 0.366937 0.468597 0.023 Uiso 1 1 calc R C012 C 0.59369(11) 0.05536(13) 0.73512(6) 0.0187(3) Uani 1 1 d . H012 H 0.544972 0.007056 0.721605 0.022 Uiso 1 1 calc R C013 C 0.41073(11) 0.26468(13) 0.61379(6) 0.0170(3) Uani 1 1 d . H013 H 0.449590 0.293937 0.586482 0.020 Uiso 1 1 calc R C014 C 0.53965(11) 0.09309(13) 0.54993(6) 0.0180(3) Uani 1 1 d . H01A H 0.477471 0.121760 0.536644 0.027 Uiso 1 1 calc GR H01B H 0.530021 0.048021 0.581984 0.027 Uiso 1 1 calc GR H01C H 0.568456 0.047757 0.522049 0.027 Uiso 1 1 calc GR C015 C 0.91326(11) 0.14000(14) 0.39046(6) 0.0199(3) Uani 1 1 d . H015 H 0.972487 0.125176 0.373795 0.024 Uiso 1 1 calc R C016 C 0.75010(11) 0.45009(13) 0.46073(6) 0.0170(3) Uani 1 1 d . H01D H 0.686838 0.423779 0.447915 0.026 Uiso 1 1 calc GR H01E H 0.787507 0.474071 0.430083 0.026 Uiso 1 1 calc GR H01F H 0.741791 0.512299 0.485302 0.026 Uiso 1 1 calc GR C017 C 0.01055(11) 0.55573(13) 0.66113(7) 0.0195(3) Uani 1 1 d . H017 H -0.015222 0.612320 0.638634 0.023 Uiso 1 1 calc R C018 C 0.01212(11) 0.56903(14) 0.71744(7) 0.0207(3) Uani 1 1 d . H018 H -0.012778 0.634493 0.732717 0.025 Uiso 1 1 calc R C019 C 0.62318(12) 0.42325(13) 0.70709(6) 0.0192(3) Uani 1 1 d . H01G H 0.632555 0.490678 0.686157 0.029 Uiso 1 1 calc GR H01H H 0.626712 0.440944 0.745471 0.029 Uiso 1 1 calc GR H01I H 0.559921 0.391647 0.697895 0.029 Uiso 1 1 calc GR C01A C 0.19847(10) 0.15402(14) 0.40521(6) 0.0180(3) Uani 1 1 d . C01B C 0.53263(11) 0.20299(13) 0.38841(6) 0.0179(3) Uani 1 1 d . H01J H 0.578393 0.166769 0.366989 0.021 Uiso 1 1 calc R C01C C 0.05081(11) 0.48484(14) 0.75128(6) 0.0202(3) Uani 1 1 d . H01K H 0.051832 0.494524 0.789098 0.024 Uiso 1 1 calc R C01D C 0.64920(12) 0.02621(15) 0.78152(7) 0.0243(4) Uani 1 1 d . H01L H 0.637041 -0.040975 0.799715 0.029 Uiso 1 1 calc R C01E C 0.16219(11) 0.15180(16) 0.45802(6) 0.0241(4) Uani 1 1 d . H01M H 0.162704 0.216474 0.479528 0.029 Uiso 1 1 calc R C01F C 0.20023(11) 0.05759(14) 0.37289(7) 0.0222(3) Uani 1 1 d . H01N H 0.226203 0.059776 0.338081 0.027 Uiso 1 1 calc R C01G C 0.80362(11) 0.39105(14) 0.70786(6) 0.0207(3) Uani 1 1 d . H01O H 0.855240 0.339141 0.699646 0.031 Uiso 1 1 calc GR H01P H 0.807117 0.409492 0.746156 0.031 Uiso 1 1 calc GR H01Q H 0.811003 0.458417 0.686602 0.031 Uiso 1 1 calc GR C01H C 0.74242(11) 0.19759(15) 0.77317(6) 0.0214(3) Uani 1 1 d . H01R H 0.793270 0.243835 0.785901 0.026 Uiso 1 1 calc R C01I C 0.72291(12) 0.09795(16) 0.80057(7) 0.0270(4) Uani 1 1 d . H01S H 0.759605 0.079162 0.831966 0.032 Uiso 1 1 calc R C01J C 0.12535(12) 0.05141(18) 0.47787(7) 0.0311(4) Uani 1 1 d . H01T H 0.100848 0.048543 0.513020 0.037 Uiso 1 1 calc R C01K C 0.12478(13) -0.04464(17) 0.44568(8) 0.0330(4) Uani 1 1 d . H01U H 0.098954 -0.111375 0.459101 0.040 Uiso 1 1 calc R C01L C 0.16262(13) -0.04181(15) 0.39345(8) 0.0297(4) Uani 1 1 d . H01V H 0.162709 -0.106841 0.372198 0.036 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 S001 0.01084(17) 0.01720(19) 0.01556(18) -0.00276(13) 0.00066(13) 0.00006(13) S002 0.01403(18) 0.0203(2) 0.01654(19) 0.00138(14) -0.00472(14) 0.00119(14) O003 0.0162(5) 0.0173(5) 0.0288(6) -0.0029(4) 0.0056(4) -0.0023(4) O004 0.0228(6) 0.0308(6) 0.0172(5) 0.0051(5) -0.0075(4) -0.0038(5) O005 0.0167(5) 0.0322(6) 0.0170(5) -0.0067(5) -0.0027(4) 0.0030(5) O006 0.0190(5) 0.0235(6) 0.0325(6) -0.0031(5) -0.0062(5) 0.0062(5) N007 0.0120(6) 0.0199(7) 0.0110(6) -0.0028(5) -0.0004(5) -0.0007(5) N008 0.0111(6) 0.0159(6) 0.0131(6) 0.0017(5) 0.0002(5) -0.0010(5) C009 0.0128(7) 0.0111(7) 0.0148(7) -0.0021(5) 0.0000(5) -0.0005(5) C00A 0.0122(7) 0.0148(7) 0.0118(7) -0.0016(5) -0.0009(5) 0.0025(5) C00B 0.0124(7) 0.0166(7) 0.0147(7) 0.0012(6) -0.0007(6) -0.0027(6) C00C 0.0108(7) 0.0148(7) 0.0158(7) -0.0025(5) 0.0001(5) 0.0006(5) C00D 0.0104(6) 0.0122(7) 0.0140(7) 0.0015(5) 0.0009(5) 0.0016(5) C00E 0.0140(7) 0.0162(7) 0.0115(6) 0.0017(5) -0.0004(5) 0.0021(6) C00F 0.0164(7) 0.0163(7) 0.0129(7) 0.0010(6) -0.0009(5) 0.0010(6) C00G 0.0113(6) 0.0120(7) 0.0154(7) -0.0011(5) -0.0012(5) -0.0006(5) C00H 0.0130(7) 0.0116(7) 0.0127(7) -0.0004(5) -0.0012(5) 0.0024(5) C00I 0.0090(6) 0.0176(7) 0.0165(7) -0.0007(6) 0.0005(5) -0.0004(5) C00J 0.0157(7) 0.0170(7) 0.0143(7) 0.0006(6) 0.0041(5) -0.0005(6) C00K 0.0132(7) 0.0147(7) 0.0120(6) 0.0008(5) -0.0008(5) -0.0009(6) C00L 0.0105(6) 0.0143(7) 0.0148(7) -0.0002(5) -0.0014(5) 0.0007(5) C00M 0.0112(6) 0.0190(7) 0.0124(7) 0.0005(6) 0.0006(5) 0.0035(6) C00N 0.0171(7) 0.0185(8) 0.0155(7) 0.0028(6) -0.0017(6) 0.0012(6) C00O 0.0131(7) 0.0194(8) 0.0130(7) -0.0008(6) 0.0027(5) 0.0020(6) C00P 0.0113(6) 0.0116(7) 0.0134(7) -0.0001(5) 0.0000(5) 0.0016(5) C00Q 0.0146(7) 0.0145(7) 0.0113(6) 0.0022(5) -0.0016(5) 0.0021(6) C00R 0.0176(7) 0.0182(7) 0.0150(7) 0.0035(6) -0.0005(6) 0.0029(6) C00S 0.0256(8) 0.0167(8) 0.0157(7) -0.0026(6) -0.0003(6) 0.0068(6) C00T 0.0119(7) 0.0225(8) 0.0154(7) 0.0031(6) -0.0007(5) -0.0020(6) C00U 0.0151(7) 0.0168(7) 0.0126(7) -0.0021(6) 0.0001(5) -0.0018(6) C00V 0.0196(8) 0.0242(8) 0.0121(7) -0.0017(6) -0.0029(6) -0.0015(6) C00W 0.0144(7) 0.0197(8) 0.0165(7) 0.0011(6) -0.0036(6) -0.0008(6) C00X 0.0190(7) 0.0208(8) 0.0118(7) -0.0040(6) -0.0020(6) 0.0012(6) C00Y 0.0190(7) 0.0163(7) 0.0152(7) -0.0004(6) -0.0017(6) 0.0000(6) C00Z 0.0154(7) 0.0197(8) 0.0145(7) -0.0002(6) 0.0015(6) -0.0064(6) C010 0.0156(7) 0.0191(8) 0.0166(7) 0.0025(6) 0.0010(6) 0.0010(6) C011 0.0177(7) 0.0225(8) 0.0171(7) -0.0025(6) -0.0004(6) 0.0032(6) C012 0.0141(7) 0.0196(8) 0.0227(8) 0.0038(6) 0.0022(6) 0.0014(6) C013 0.0154(7) 0.0201(8) 0.0157(7) 0.0044(6) 0.0030(6) 0.0000(6) C014 0.0172(7) 0.0192(8) 0.0176(7) -0.0026(6) 0.0004(6) -0.0053(6) C015 0.0184(7) 0.0234(8) 0.0182(7) 0.0018(6) 0.0043(6) 0.0071(6) C016 0.0203(7) 0.0145(7) 0.0164(7) 0.0006(6) 0.0017(6) 0.0017(6) C017 0.0136(7) 0.0186(8) 0.0263(8) 0.0069(6) -0.0010(6) 0.0010(6) C018 0.0168(7) 0.0178(8) 0.0276(8) -0.0017(6) 0.0042(6) 0.0031(6) C019 0.0230(8) 0.0158(7) 0.0191(7) -0.0033(6) 0.0038(6) -0.0003(6) C01A 0.0110(7) 0.0228(8) 0.0199(7) 0.0036(6) -0.0029(6) 0.0011(6) C01B 0.0168(7) 0.0226(8) 0.0142(7) -0.0035(6) 0.0007(6) 0.0002(6) C01C 0.0210(7) 0.0229(8) 0.0167(7) -0.0030(6) 0.0026(6) 0.0003(6) C01D 0.0204(8) 0.0272(9) 0.0255(8) 0.0123(7) 0.0044(6) 0.0058(7) C01E 0.0160(7) 0.0376(10) 0.0182(8) 0.0009(7) -0.0035(6) 0.0022(7) C01F 0.0173(7) 0.0247(8) 0.0246(8) 0.0017(7) 0.0005(6) 0.0044(6) C01G 0.0208(8) 0.0283(9) 0.0130(7) -0.0044(6) -0.0006(6) -0.0072(7) C01H 0.0141(7) 0.0324(9) 0.0176(7) 0.0001(6) -0.0015(6) 0.0003(6) C01I 0.0198(8) 0.0410(10) 0.0201(8) 0.0109(7) -0.0027(6) 0.0067(7) C01J 0.0206(8) 0.0495(12) 0.0233(8) 0.0147(8) 0.0002(7) -0.0001(8) C01K 0.0230(8) 0.0328(10) 0.0431(11) 0.0220(9) -0.0019(8) 0.0025(7) C01L 0.0256(9) 0.0210(9) 0.0425(10) 0.0041(7) -0.0014(7) 0.0054(7) 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' N N 0.0311 0.0180 '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' S S 0.3331 0.5567 '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 O003 S001 O005 119.47(7) O003 S001 C00C 107.58(7) O003 S001 C00I 106.70(7) O005 S001 C00C 107.75(7) O005 S001 C00I 107.43(7) C00C S001 C00I 107.38(7) O004 S002 C00W 108.77(7) O004 S002 C01A 107.80(7) O006 S002 O004 119.51(7) O006 S002 C00W 108.19(7) O006 S002 C01A 107.74(7) C00W S002 C01A 103.71(7) C00B N007 C00A 119.04(12) C00B N007 C00E 123.42(12) C00E N007 C00A 114.35(11) C009 N008 C00D 121.22(12) C009 N008 C00M 122.97(11) C00D N008 C00M 113.30(11) N008 C009 C00F 122.00(13) N008 C009 C013 120.48(13) C00F C009 C013 117.53(13) C00L C00A N007 119.36(13) C00P C00A N007 118.43(13) C00P C00A C00L 122.11(13) N007 C00B C00X 118.93(13) N007 C00B C01B 123.25(14) C01B C00B C00X 117.81(13) C00J C00C S001 120.98(11) C00J C00C C00R 119.44(13) C00R C00C S001 119.55(11) C00H C00D N008 117.73(12) C00L C00D N008 120.13(13) C00L C00D C00H 121.95(13) C00Q C00E N007 116.59(13) C00Y C00E N007 121.68(13) C00Y C00E C00Q 121.51(14) C009 C00F H00F 119.7 C00J C00F C009 120.70(13) C00J C00F H00F 119.7 C00H C00G H00G 119.4 C00H C00G C00P 121.11(13) C00P C00G H00G 119.4 C00D C00H C00U 117.38(12) C00G C00H C00D 118.46(13) C00G C00H C00U 124.14(13) C00N C00I S001 119.72(12) C00T C00I S001 118.58(11) C00T C00I C00N 121.52(14) C00C C00J H00J 119.7 C00F C00J C00C 120.51(13) C00F C00J H00J 119.7 C00P C00K C00Z 111.68(11) C00P C00K C016 108.87(11) C00Q C00K C00P 107.66(12) C00Q C00K C00Z 111.86(12) C00Q C00K C016 109.00(11) C00Z C00K C016 107.71(12) C00A C00L C014 120.91(13) C00D C00L C00A 116.95(13) C00D C00L C014 122.05(13) C00O C00M N008 117.16(13) C012 C00M N008 121.24(13) C012 C00M C00O 121.44(13) C00I C00N H00N 120.8 C01C C00N C00I 118.43(14) C01C C00N H00N 120.8 C00M C00O C00U 117.92(13) C01H C00O C00M 117.73(14) C01H C00O C00U 124.34(14) C00A C00P C00G 118.60(13) C00A C00P C00K 117.14(12) C00G C00P C00K 124.26(13) C00E C00Q C00K 118.38(13) C010 C00Q C00E 117.75(14) C010 C00Q C00K 123.88(13) C00C C00R H00R 119.9 C013 C00R C00C 120.16(14) C013 C00R H00R 119.9 C00Y C00S H00S 120.2 C015 C00S H00S 120.2 C015 C00S C00Y 119.68(14) C00I C00T H00T 120.4 C00I C00T C017 119.14(14) C017 C00T H00T 120.4 C00H C00U C019 109.09(12) C00O C00U C00H 106.67(12) C00O C00U C019 108.67(12) C01G C00U C00H 112.02(12) C01G C00U C00O 112.32(12) C01G C00U C019 108.00(12) C00W C00V H00V 119.7 C01B C00V H00V 119.7 C01B C00V C00W 120.59(14) C00V C00W S002 121.63(12) C00V C00W C011 119.57(14) C011 C00W S002 118.49(12) C00B C00X H00X 119.5 C011 C00X C00B 121.01(14) C011 C00X H00X 119.5 C00E C00Y C00S 119.57(14) C00E C00Y H00Y 120.2 C00S C00Y H00Y 120.2 C00K C00Z H00A 109.5 C00K C00Z H00B 109.5 C00K C00Z H00C 109.5 H00A C00Z H00B 109.5 H00A C00Z H00C 109.5 H00B C00Z H00C 109.5 C00Q C010 H010 119.5 C015 C010 C00Q 120.97(15) C015 C010 H010 119.5 C00W C011 H011 120.0 C00X C011 C00W 119.93(14) C00X C011 H011 120.0 C00M C012 H012 120.1 C01D C012 C00M 119.72(15) C01D C012 H012 120.1 C009 C013 H013 119.3 C00R C013 C009 121.38(14) C00R C013 H013 119.3 C00L C014 H01A 109.5 C00L C014 H01B 109.5 C00L C014 H01C 109.5 H01A C014 H01B 109.5 H01A C014 H01C 109.5 H01B C014 H01C 109.5 C00S C015 C010 120.39(14) C00S C015 H015 119.8 C010 C015 H015 119.8 C00K C016 H01D 109.5 C00K C016 H01E 109.5 C00K C016 H01F 109.5 H01D C016 H01E 109.5 H01D C016 H01F 109.5 H01E C016 H01F 109.5 C00T C017 H017 119.9 C018 C017 C00T 120.10(14) C018 C017 H017 119.9 C017 C018 H018 119.9 C017 C018 C01C 120.21(14) C01C C018 H018 119.9 C00U C019 H01G 109.5 C00U C019 H01H 109.5 C00U C019 H01I 109.5 H01G C019 H01H 109.5 H01G C019 H01I 109.5 H01H C019 H01I 109.5 C01E C01A S002 119.28(13) C01F C01A S002 119.29(12) C01F C01A C01E 121.42(15) C00B C01B H01J 119.8 C00V C01B C00B 120.33(14) C00V C01B H01J 119.8 C00N C01C C018 120.59(14) C00N C01C H01K 119.7 C018 C01C H01K 119.7 C012 C01D H01L 120.2 C01I C01D C012 119.53(15) C01I C01D H01L 120.2 C01A C01E H01M 120.6 C01J C01E C01A 118.75(17) C01J C01E H01M 120.6 C01A C01F H01N 120.6 C01L C01F C01A 118.87(15) C01L C01F H01N 120.6 C00U C01G H01O 109.5 C00U C01G H01P 109.5 C00U C01G H01Q 109.5 H01O C01G H01P 109.5 H01O C01G H01Q 109.5 H01P C01G H01Q 109.5 C00O C01H H01R 119.5 C01I C01H C00O 120.96(15) C01I C01H H01R 119.5 C01D C01I C01H 120.56(15) C01D C01I H01S 119.7 C01H C01I H01S 119.7 C01E C01J H01T 119.8 C01K C01J C01E 120.40(16) C01K C01J H01T 119.8 C01J C01K H01U 119.8 C01J C01K C01L 120.31(17) C01L C01K H01U 119.8 C01F C01L C01K 120.22(18) C01F C01L H01V 119.9 C01K C01L H01V 119.9 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S001 O003 1.4412(11) S001 O005 1.4427(11) S001 C00C 1.7603(15) S001 C00I 1.7702(15) S002 O004 1.4411(11) S002 O006 1.4398(12) S002 C00W 1.7541(15) S002 C01A 1.7679(16) N007 C00A 1.4351(18) N007 C00B 1.4011(19) N007 C00E 1.4322(19) N008 C009 1.4027(18) N008 C00D 1.4318(18) N008 C00M 1.4323(18) C009 C00F 1.407(2) C009 C013 1.407(2) C00A C00L 1.402(2) C00A C00P 1.388(2) C00B C00X 1.406(2) C00B C01B 1.405(2) C00C C00J 1.387(2) C00C C00R 1.394(2) C00D C00H 1.400(2) C00D C00L 1.397(2) C00E C00Q 1.400(2) C00E C00Y 1.390(2) C00F H00F 0.9300 C00F C00J 1.387(2) C00G H00G 0.9300 C00G C00H 1.391(2) C00G C00P 1.396(2) C00H C00U 1.5359(19) C00I C00N 1.395(2) C00I C00T 1.385(2) C00J H00J 0.9300 C00K C00P 1.5323(19) C00K C00Q 1.532(2) C00K C00Z 1.5328(19) C00K C016 1.545(2) C00L C014 1.503(2) C00M C00O 1.401(2) C00M C012 1.391(2) C00N H00N 0.9300 C00N C01C 1.385(2) C00O C00U 1.534(2) C00O C01H 1.394(2) C00Q C010 1.393(2) C00R H00R 0.9300 C00R C013 1.377(2) C00S H00S 0.9300 C00S C00Y 1.390(2) C00S C015 1.383(2) C00T H00T 0.9300 C00T C017 1.389(2) C00U C019 1.545(2) C00U C01G 1.527(2) C00V H00V 0.9300 C00V C00W 1.390(2) C00V C01B 1.382(2) C00W C011 1.390(2) C00X H00X 0.9300 C00X C011 1.381(2) C00Y H00Y 0.9300 C00Z H00A 0.9600 C00Z H00B 0.9600 C00Z H00C 0.9600 C010 H010 0.9300 C010 C015 1.391(2) C011 H011 0.9300 C012 H012 0.9300 C012 C01D 1.387(2) C013 H013 0.9300 C014 H01A 0.9600 C014 H01B 0.9600 C014 H01C 0.9600 C015 H015 0.9300 C016 H01D 0.9600 C016 H01E 0.9600 C016 H01F 0.9600 C017 H017 0.9300 C017 C018 1.383(2) C018 H018 0.9300 C018 C01C 1.391(2) C019 H01G 0.9600 C019 H01H 0.9600 C019 H01I 0.9600 C01A C01E 1.394(2) C01A C01F 1.391(2) C01B H01J 0.9300 C01C H01K 0.9300 C01D H01L 0.9300 C01D C01I 1.386(3) C01E H01M 0.9300 C01E C01J 1.386(3) C01F H01N 0.9300 C01F C01L 1.386(3) C01G H01O 0.9600 C01G H01P 0.9600 C01G H01Q 0.9600 C01H H01R 0.9300 C01H C01I 1.388(2) C01I H01S 0.9300 C01J H01T 0.9300 C01J C01K 1.385(3) C01K H01U 0.9300 C01K C01L 1.389(3) C01L H01V 0.9300